Hélio Castroneves

Castroneves was born in São Paulo, Brazil on 10 May 1975,{{Sfn|Porter|L. Evers|2004|p=58–59}}{{sfn|C. Friedman|2007|pp=37–38}} to automobile dealer Hélio Castro Neves and former school teacher Sandra Alves de Castro Neves.{{Sfn|Castroneves|Matteo|2010|p=XIII & 12–15}}{{cite web|last=Dwyre|first=Bill|title=Helio Castroneves is at the center of the IndyCar universe|url=https://www.latimes.com/archives/la-xpm-2010-mar-26-la-sp-dwyre-20100327-story.html|work=Los Angeles Times|date=26 March 2010|access-date=5 July 2020|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055602/https://www.latimes.com/archives/la-xpm-2010-mar-26-la-sp-dwyre-20100327-story.html|url-status=live}} He has an elder sister, Katiucia,{{Cite journal|last=Wagner|first=Phillip|date=May 2003|title=Castroneves's Thrill Is Back|url=http://brazzil.com/2003/html/news/articles/may03/p107may03.htm|journal=Brazzil|archive-url=https://web.archive.org/web/20030811131933/http://brazzil.com/2003/html/news/articles/may03/p107may03.htm|archive-date=11 August 2003|access-date=25 June 2020}} who is his business manager. In 1977, the family moved to Ribeirão Preto,{{Sfn|Castroneves|Matteo|2010|p=25–28}} an agricultural town about {{Convert|150|mi|km|abbr=on}} northwest of São Paulo,{{cite magazine|last=Lawrence|first=Andrew|title=IndyCar driving star Castroneves living out the dreams of his father|url=https://www.si.com/more-sports/2008/05/21/helio|magazine=Sports Illustrated|date=21 May 2008|access-date=24 June 2020|url-status=live|archive-url=https://web.archive.org/web/20200625060824/https://www.si.com/more-sports/2008/05/21/helio|archive-date=25 June 2020}} to allow his father to find business in the region's thriving ethanol processing industry.{{Sfn|Castroneves|Matteo|2010|p=XIII & 12–15}} He was educated in the São Paulo school system.{{Sfn|Porter|L. Evers|2004|p=58}} In 2000, he changed his surname from Castro Neves to Castroneves to stop the media misidentifying him as "Helio Neves" or "Helio Castro".{{Cite news|date=22 June 2000|title=Castroneves coming on strong in CART|publisher=ESPN|agency=Associated Press|url=http://www.espn.com/auto/cart/news/2000/0621/597104.html|url-status=live|access-date=27 June 2020|archive-url=https://web.archive.org/web/20200704133427/http://www.espn.com/auto/cart/news/2000/0621/597104.html|archive-date=4 July 2020}} Castroneves has a daughter with his long-time partner Adriana Henao.{{Cite news|last=Olson|first=Jeff|date=1 November 2014|title=Helio Castroneves is cheering on his girlfriend in the New York City marathon|work=USA Today|url=https://ftw.usatoday.com/2014/11/helio-castroneves-wife-adriana-henao-marathon|url-status=live|access-date=25 June 2020|archive-url=https://web.archive.org/web/20200625145217/https://ftw.usatoday.com/2014/11/helio-castroneves-wife-adriana-henao-marathon|archive-date=25 June 2020}}

From early 1981 to 1986, Castroneves observed his father's minor stock car team race on weekends by being sneaked into a car's trunk in racing overalls and helmet, allowing him into a circuit.{{Efn|Since the minimum age of admittance to a Brazilian race track was 16, Castroneves hid between his father, another karter and equipment to prevent circuit officials from spotting him.{{Sfn|Castroneves|Matteo|2010|p=XIII & 12–15}}}} At age seven, he was given a child-sized motorized car for frequent driving on the streets of his gated community and asked his father about a go-kart.{{Cite web|last=Rehagen|first=Tony|date=27 April 2012|title=Helio Castroneves: Leading Man|url=https://www.indianapolismonthly.com/arts-and-culture/sports/helio-castroneves-leading-man|url-status=live|archive-url=https://web.archive.org/web/20200626202858/https://www.indianapolismonthly.com/arts-and-culture/sports/helio-castroneves-leading-man|archive-date=26 June 2020|access-date=25 June 2020|website=Indianapolis Monthly}} On his 11th birthday, Castroneves received his first go-kart from race car driver Alfredo Guaraná Menezes,{{Sfn|Castroneves|Matteo|2010|p=XIII & 12–15}} and began driving at a karting track in São Paulo. His mother disliked racing, urging him to focus on schooling and enrolling him in less dangerous sports, such as association football, judo, swimming, tennis, and volleyball. Castroneves played those sports infrequently before telling his mother he wanted to focus on racing.{{Sfn|Castroneves|Matteo|2010|p=16–21}} He was inspired by Ayrton Senna, a three-time Formula One world champion.

His father enrolled him in the Karting State Championships in São Paulo in early 1987. Castroneves won his first trophy mid-year by bettering himself, as his father sold his Rio de Janeiro property to establish and finance a karting team around his son.{{Sfn|Castroneves|Matteo|2010|p=16–21}} At age 13, he was taken off full-time schooling to learn more about karting from his father and team members. Castroneves' mother disapproved because she believed he could opt to stop karting and was fearful of him not having a backup career.{{Sfn|Castroneves|Matteo|2010|p=25–28}} Castroneves won the 1989 Brazilian National Go-Kart Championship at age 14. Around this time, he and his family began watching Championship Auto Racing Teams (CART) and Formula One racing on television. From October 1989 to March 1990, Castroneves did weightlifting and played tennis to improve his physique.{{Sfn|Castroneves|Matteo|2010|pp=34–39}}

In 1990, he forfeited the Brazilian National Go-Kart Championship and flew to Italy to enter the Karting World Cup to acquaint himself with the more powerful and grippier European go-karts. A mix-up of his registration papers with the Confederação Brasileira de Automobilismo (English: Brazilian Autosport Confederation) and talks with the Commission Internationale de Karting in Switzerland prevented him from entering until a fellow karter sustained an arm injury. Castroneves finished the race 16th.{{Sfn|Castroneves|Matteo|2010|p=41–47}} He raced in the 1991 Karting World Cup in France without registration trouble,{{Sfn|Castroneves|Matteo|2010|p=41–47}} finishing 25th,{{Cite web|title=Helio Castroneves|url=https://www.driverdb.com/drivers/helio-castroneves/|url-status=live|archive-url=https://web.archive.org/web/20200625145214/https://www.driverdb.com/drivers/helio-castroneves/|archive-date=25 June 2020|access-date=25 June 2020|publisher=DriverDB}} and won more races in Brazil.{{Sfn|Castroneves|Matteo|2010|p=41–47}}

Aged 16 in late 1991, Castroneves progressed into car racing, competing in Formula Chevrolet Brazil, a series for finishing go-karters. His parents hired a trainer to help him lift weights for better car control and took him to a local recreational center. Negotiations to drive for the Arisco team fell through when it asked for $200,000 in sponsorship, causing his father to spend $250,000 on his team.{{Sfn|Castroneves|Matteo|2010|p=41–49}} Driving a Copral-Berta-Chevrolet car, Castroneves was championship runner-up with one victory and 92 points in the eight-round season. He moved to the higher-tier Formula 3 (F3) Sudamericana in 1993 driving a Ralt RT34-Mugen Honda car with Copral and later the funded Amir Nasr Racing Team.{{Efn|A test for the Cesário Fórmula team did not lead to a drive because it asked for $250,000 in sponsorship.{{sfn|Castroneves|Matteo|2010|p=50}}}}{{Sfn|Castroneves|Matteo|2010|p=55–57}} Castroneves' five-year-old car was worn and had no aerial to communicate to his team by radio.{{Efn|Castroneves' father relayed instructions to him via placards attached to a pipe.}} He was championship runner-up to Argentinean driver Fernando Croceri with four victories, eight podium finishes and 57 points.{{Efn|Castroneves lost the championship when four drivers behind him stopped on track during the final lap of the season-ending race to allow Croceri into second and claim the title for himself.{{Sfn|Castroneves|Matteo|2010|p=55–57}}}}

File:Helio Castro Neves British F3 1995 Silverstone.jpg at the Silverstone Circuit round of the 1995 British Formula Three Championship]]

Castroneves progressed to the Brazilian Formula Three Championship in 1994 with the Amir Nasr Racing Team, finishing second overall with three victories, four pole positions and 52 points from eight races. For 1995, Castroneves drove a Dallara F395-Mugen Honda car for Paul Stewart Racing in the British Formula Three Championship.{{Sfn|Castroneves|Matteo|2010|p=55–57}} His father obtained sponsorship from a Brazilian bank,{{Sfn|Castroneves|Matteo|2010|p=55–57}} and mid-way through 1995, sold his business assets, private company and Katicia's university apartment to help finance his son's career. Castroneves was third in the drivers' championship with 169 points, six podiums and a win at Donington Park. He finished third in the Masters of Formula 3 at Circuit Zandvoort and crashed out of the Macau Grand Prix.

File:Helio Castro Neves, Paul Stewart Racing, British F3, Donington, 1995.jpg

In November 1995, a Philip Morris International executive asked Castroneves whether he wanted to enter a four-day Indy Lights (CART's developmental series) test session at Phoenix International Raceway's oval track against nine other drivers. Although he did not finish the test due to exhaustion, he signed to drive Tasman Motorsports' third car with partial funding from the team and the rest from a corporate sponsor after another year in F3 was financially unfeasible.{{Sfn|Castroneves|Matteo|2010|p=65–70}} Driving the {{Abbr|No.|Car number}} 8 Lola T93/20-Buick car in the 1996 season,{{Cite web|title=Major championships of 1996: PPG Firestone Indy Lights Championship|url=http://forix.autosport.com/8w/6thgear/1996.html|url-status=live|archive-url=https://web.archive.org/web/20200628092259/http://forix.autosport.com/8w/6thgear/1996.html|archive-date=28 June 2020|access-date=25 June 2020|publisher=Forix}} Castroneves won at Circuit Trois-Rivières and achieved seven top-tens for seventh overall with 84 points.{{Cite web|title=Helio Castroneves Indy Lights stats|url=http://www.champcarstats.com/lights/drivers/CastronevesHelio.htm|url-status=live|archive-url=https://web.archive.org/web/20191221211337/http://www.champcarstats.com/lights/drivers/CastronevesHelio.htm|archive-date=21 December 2019|access-date=25 June 2020|publisher=Champ Car Stats}} A series of accidents and Castroneves' lack of English frustrated him, and he briefly spoke to a sports psychologist for help mid-season.{{Efn|Castroneves had lost enough confidence that he told his parents he wanted to stop racing but was encouraged by both of them to continue.{{sfn|Castroneves|Matteo|2010|p=73}} The sports psychologist gave him a rubber band to be worn around his wrist and snap it if he felt negative.}}

For the 1997 season, he remained at Tasman Motorsport, but was told his sponsor was leaving, forcing Katicia to promote him to several Brazilian companies. He and team owner Steve Horne agreed if he won five races, Horne would retain all prize monies until Castroneves paid him what he was owed, effectively driving for free.{{Sfn|Castroneves|Matteo|2010|pp=79–86}} Driving the No. 29 Lola T97/20-Buick car, Castroneves was championship runner-up to teammate Tony Kanaan,{{cite journal|last=O'Malley|first=J. J.|title=Casting his Web: this summer's other "Spider-Man," Helio Castroneves, is swinging into the hearts of American race fans|url=https://link.gale.com/apps/doc/A90217150/GPS?u=wikipedia&sid=GPS&xid=30aa47cd|journal=Auto Racing Digest|date=October–November 2002|pages=50–52|access-date=24 June 2020|via=Gale General OneFile|url-access=subscription|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055605/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA90217150&v=2.1&it=r&sid=GPS&asid=30aa47cd|url-status=live}} winning three of the twelve races, six top tens, four pole positions, and 152 points. On 11 June 1997, the two-time Indianapolis 500 winner Emerson Fittipaldi became Castroneves' manager and sponsorship finder.{{Sfn|Castroneves|Matteo|2010|pp=86–87}}{{Cite web|title=Fittipaldi USA Inc v. Castroneves|url=https://caselaw.findlaw.com/fl-district-court-of-appeal/1118173.html|url-status=live|archive-url=https://web.archive.org/web/20200626094429/https://caselaw.findlaw.com/fl-district-court-of-appeal/1118173.html|archive-date=26 June 2020|access-date=26 June 2020|publisher=Find Law}}

In January 1998, Bettenhausen Racing owner Tony Bettenhausen Jr. invited him to test for his CART team at Sebring International Raceway;{{Cite news|last=Reinhard|first=Paul|date=27 April 1998|title=Rain Reveals Spark in Castro-Neves|page=C01|work=The Morning Call|id={{ProQuest|392825602}}}} Castroneves signed to drive its No. 16 Reynard 98I-Mercedes-Benz car in the 1998 season,{{Sfn|Castroneves|Matteo|2010|pp=89–96}}{{Cite web|title=Helio Castroneves Stats|url=http://www.champcarstats.com/drivers/CastronevesHelio.htm|url-status=live|archive-url=https://web.archive.org/web/20090502182638/http://www.champcarstats.com/drivers/CastronevesHelio.htm|archive-date=2 May 2009|access-date=25 June 2020|publisher=Champ Car Stats}} and was assigned former Penske Racing employee Tom Brown as his race engineer. During practice for the season-opening Grand Prix of Miami at Homestead–Miami Speedway, Castroneves sustained a sore head in an accident but medical officials cleared him to race.{{Sfn|Castroneves|Matteo|2010|pp=89–96}} Castroneves achieved his first career top-ten finish in CART, a ninth at the Grand Prix of Long Beach, followed by a season-high second in the Miller 200 at Milwaukee Mile. He was 17th in the drivers' championship with 36 points, and was second to Kanaan in the Rookie of the Year standings.{{Cite news|last=Coats|first=Bill|date=23 May 1999|title=Firing Rocked Castro-Neves|page=G3|work=St. Louis Post-Dispatch|url=https://link.gale.com/apps/doc/A57246535/GPS?u=wikipedia&sid=GPS&xid=4390aca7|url-access=subscription|access-date=26 June 2020|via=Gale OneFile: News|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055606/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA57246535&v=2.1&it=r&sid=GPS&asid=4390aca7|url-status=live}}

In mid-1998 Chip Ganassi Racing (CGR) wanted Castroneves to replace the Formula One-bound Alex Zanardi; Team Rahal were also interested in him. Fittipaldi blocked both deals as he felt Mercedes-Benz was CART's best engine.{{Sfn|Castroneves|Matteo|2010|pp=89–96}} Bettenhausen Racing fired Castroneves in January 1999, and replaced him with the sponsored Shigeaki Hattori. Castroneves agreed with team owner Carl Hogan on 26 January to drive for Hogan Racing in 1999 in place of JJ Lehto on the condition he paid $3 million in sponsorship to the team.{{Sfn|Castroneves|Matteo|2010|pp=89–96}} He drove the unreliable No. 9 Lola B99/00-Mercedes-Benz car with an engine inconsistent in producing power.{{Cite web|title=Helio Castroneves: Racedriver biography – career and success|url=https://www.speedsport-magazine.com/race-driver-database/biography/helio-castroneves_-_151.html|url-status=live|archive-url=https://web.archive.org/web/20200628074421/https://www.speedsport-magazine.com/race-driver-database/biography/helio-castroneves_-_151.html|archive-date=28 June 2020|access-date=26 June 2020|publisher=Speedsport Magazine}}{{Cite news|last=Googe|first=Charles|date=5 June 1999|title=Brazilian hopes finishing is a trend|page=B8|work=The Albuquerque Tribune|url=https://link.gale.com/apps/doc/A108350683/GPS?u=wikipedia&sid=GPS&xid=f494b05f|url-access=subscription|access-date=26 June 2020|via=Gale OneFile: News|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055606/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA108350683&v=2.1&it=r&sid=GPS&asid=f494b05f|url-status=live}}{{Cite news|last=McIntyre|first=Gordon|date=3 September 1999|title=Engine irks Castro-Neves|page=D5|work=The Province|id={{ProQuest|269239759}}}} Castroneves was ninth in the Firestone Firehawk 500K at Twin Ring Motegi, before coming second in the Motorola 300 at Gateway International Raceway. In the Miller Lite 225 at Milwaukee, Castroneves achieved his first CART pole position.{{Cite news|date=6 June 1999|title=Castro-Neves Finally Busts Through Brazilian Up-and-Comer Captures His First Pole|page=1D|work=Wisconsin State Journal|url=https://link.gale.com/apps/doc/A69341618/GPS?u=wikipedia&sid=GPS&xid=5a48a5f1|url-access=subscription|access-date=26 June 2020|via=Gale OneFile: News|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055616/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA69341618&v=2.1&it=r&sid=GPS&asid=5a48a5f1|url-status=live}} The rest of the season saw him achieve four more top-tens and finished 15th in the points standings with 48.

Post-season, Hogan closed his CART team because Fittipaldi was unable to provide him with the requested sponsorship money and consequently, stopped paying Castroneves a salary.{{Cite web|last=McGee|first=Ryan|date=24 March 2009|title=One turbulent ride for Castroneves|url=https://www.espn.com/racing/racing/indycar/columns/story?columnist=mcgee_ryan&id=4008335|url-status=live|archive-url=https://web.archive.org/web/20090327113738/http://sports.espn.go.com/rpm/racing/indycar/columns/story?columnist=mcgee_ryan&id=4008335|archive-date=27 March 2009|access-date=26 June 2020|website=ESPN The Magazine}} Castroneves and his sister negotiated without Fittipaldi's help with Walker Racing to replace the outgoing Gil de Ferran and also Team Rahal without success.{{Sfn|Castroneves|Matteo|2010|pp=100–101}} Following Greg Moore's death in an accident at the season-ending Marlboro 500 at California Speedway, Penske owner Roger Penske, team president Tim Cindric, attorneys, and sports agent Alan Miller hired Castroneves on a three-year contract for Castroneves after pressure from sponsor Marlboro to find a replacement driver by that date. Castroneves ended his working relationship with Fittipaldi soon after for career mismanagement.{{Efn|Fittipaldi sued Castroneves for breach of contract, which was decided in favor of the latter on 30 March 2005.}}{{Sfn|Castroneves|Matteo|2010|pp=101–109}}

For the 2000 season, Penske stopped building cars, switched to a Reynard 2KI, changed engine manufacturers from Mercedes-Benz to Honda, and tire supplier from Goodyear to Firestone in a bid to improve performance.{{Sfn|Hummel|2007|pp=220–224}} Castroneves found the Honda engine's driveability different from Mercedes-Benz's,{{Cite web|last=McHale|first=T.E.|date=25 April 2000|title=Helio Castro-Neves Interview|url=http://www.cart.com/R04/news/CAR2000042500003WFC.html|url-status=dead|archive-url=https://web.archive.org/web/20000918132933/http://www.cart.com/R04/news/CAR2000042500003WFC.html|archive-date=18 September 2000|access-date=26 June 2020|publisher=Championship Auto Racing Teams}} and was at first, not friends with his teammate de Ferran because they were competitors.{{Cite news|last=James|first=Brant|date=28 February 2004|title=Elusive IRL title motivates Castroneves at Homestead Series: Racing: A Weekly Special Report|page=5C|work=St. Petersburg Times|id={{ProQuest|263976497}}}} He finished second at the Grand Prix of Long Beach, his only points finish in the first six races. He led the final 24 laps of the Grand Prix of Detroit in his first series victory after Juan Pablo Montoya retired with mechanical trouble. Castroneves won the Miller Lite 200 at Mid-Ohio, took five top-tens, and a third victory in the Grand Prix of Monterey at Laguna Seca.{{Sfn|Hummel|2007|pp=220–224}} He was seventh in the drivers' championship with 129 points, and was named the inaugural winner of the Greg Moore Legacy Award as "the driver who best typifies Moore's outstanding talent on the track as well as displaying a dynamic personality with the fans, media, and the CART community."{{Cite news|date=1 November 2000|title=Helio Castro-Neves wins Greg Moore Legacy Award|page=E6|work=Vancouver Sun|id={{ProQuest|242654406}}}}

In 2001, he drove the No. 3 Reynard 01I-Honda, and journalist David Phillips considered him a championship contender.{{Cite web|last=Phillips|first=David|date=1 March 2001|title=Helio in Line To Wear The Crown|url=http://www.cart.com/News/Article.asp?ID=9|url-status=dead|archive-url=https://web.archive.org/web/20020329175306/http://www.cart.com/News/Article.asp?ID=9|archive-date=29 March 2002|access-date=26 June 2020|publisher=Championship Auto Racing Teams}} Castroneves changed his strategy on a race-by-race basis, getting support from de Ferran and his teammate's pit crew.{{Cite news|last=Haddock|first=Tim|date=31 August 2001|title=A Quiet Homecoming|page=S12|work=Los Angeles Daily News|id={{ProQuest|282326499}}}} At the season's second race, the Grand Prix of Long Beach, he led all 82 laps from pole position for his fourth career win.{{Cite news|date=8 April 2001|title=Castroneves fights off da Matta at Toyota Grand Prix|publisher=CBC News|url=https://www.cbc.ca/news/canada/castroneves-fights-off-da-matta-at-toyota-grand-prix-1.261535|access-date=26 June 2020|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055611/https://www.cbc.ca/news/canada/castroneves-fights-off-da-matta-at-toyota-grand-prix-1.261535|url-status=live}} Castroneves started from pole position in the Firestone Firehawk 500 at Motegi, leading more laps than any other driver to finish second, and led every lap of the Grand Prix of Detroit for his second victory of 2001.{{Sfn|Hummel|2007|p=225–230}} He achieved a third win at the Miller Lite 200 to go one point behind championship leader Kenny Bräck,{{Cite web|last=Phillips|first=David|date=12 August 2001|title=Castroneves Wins Mid-Ohio|url=http://www.speedvision.com/pub/articles/racing/03CART/010812a.html|url-status=dead|archive-url=https://web.archive.org/web/20010822003149/http://www.speedvision.com/pub/articles/racing/03CART/010812a.html|archive-date=22 August 2001|access-date=26 June 2020|publisher=Speedvision}} and overtook the latter after finishing seventh in the Motorola 220.{{Cite news|last=Castro|first=Ruben|date=30 August 2001|title=Lider con hambre de novato: Castroneves dice que los pilotos de Cart deben de preocuparse por destronarlo|language=es|trans-title=Leader hungry for rookie: Castroneves says Cart pilots must worry about dethroning him|page=1C|work=La Opinión|id={{ProQuest|368315094}} }} Castroneves lost the points lead after coming 18th in Indy Vancouver, but claimed three top sixes in the final six races to finish fourth in the drivers' standings with 141 points.

He debuted in the Indy Racing League (IRL) in 2001, driving Penske's No. 68 Dallara IR-01-Oldsmobile car, at the season-opening Pennzoil Copper World Indy 200 at Phoenix to understand the series before the Indianapolis 500.{{Cite news|last=Armijo|first=Mark|date=16 March 2001|title=CART Invaders Get Warm IRL Reception|page=C8|work=The Arizona Republic|id={{ProQuest|237985171}} }} Castroneves started 17th but retired with engine failure after three-quarters race distance.{{Sfn|Hummel|2007|p=225–230}} He qualified 11th for his first Indianapolis 500 and led the final 52 laps to win the race at his first attempt.{{Sfn|Johnson|2002|p=45}}

File:2002indy500race1.jpg, his second of four victories at the race.]]

Castroneves switched to the IRL from the 2002 season since Marlboro wanted Penske to focus on the American market.{{Sfn|Hummel|2007|p=225–230}} Penske changed engine manufacturers from Oldsmobile to Chevrolet for its Dallara IR-02 car. At Phoenix for the season's second race, he won from pole position after passing his teammate de Ferran on the 183rd lap.{{Cite news|last=Armijo|first=Mark|date=18 March 2002|title=Castroneves Outduels Teammate in Copper World Team Penske Captures Top 2 Spots|page=C1|work=The Arizona Republic|id={{ProQuest|238150981}}}} Castroneves' season highlight was the Indianapolis 500, which he won in controversial circumstances. With one-and-a-half laps remaining, CART driver Paul Tracy overtook Castroneves for the lead, just as the yellow caution flag light came on for a two-car accident between Buddy Lazier and Laurent Redon. IRL officials' rejected an appeal from Tracy's squad Team Green, upholding Castroneves' second successive Indianapolis 500 victory.{{Efn|Castroneves was the first driver since Al Unser in 1970 and 1971 to win the Indianapolis 500 in consecutive years.{{sfn|C. Friedman|2007|pp=37–38}}{{sfn|Hollar|2010|pp=76–77}} He was also the youngest driver to win the race in successive years and the first to win it at his first two attempts.{{sfn|Hollar|2010|pp=76–77}}}}{{Sfn|Porter|L. Evers|2004|p=58–59}}{{Sfn|Hummel|2007|pp=233–234}} He finished no lower than ninth in the next nine races, battling his teammate De Ferran and Panther Racing's Sam Hornish Jr. for the championship.{{Cite news|last=Glick|first=Shav|date=13 September 2002|title=Seconds Will Count in Race for First in IRL|work=Los Angeles Times|url=https://www.latimes.com/archives/la-xpm-2002-sep-13-sp-motors13-story.html|url-status=live|access-date=26 June 2020|archive-url=https://web.archive.org/web/20200628171319/https://www.latimes.com/archives/la-xpm-2002-sep-13-sp-motors13-story.html|archive-date=28 June 2020}} Before the final round at Texas Motor Speedway Castroneves was 12 points behind Hornish and needed to win the race and for Hornish to finish third or lower to claim the championship.{{Cite news|last=Korth|first=Joanne|date=15 September 2002|title=Battle in Texas to decide IRL|work=Tampa Bay Times|url=https://www.tampabay.com/archive/2002/09/15/battle-in-texas-to-decide-irl/|url-status=live|access-date=26 June 2020|archive-url=https://web.archive.org/web/20200626181427/https://www.tampabay.com/archive/2002/09/15/battle-in-texas-to-decide-irl/|archive-date=26 June 2020}} He finished second, 0.010 seconds behind Hornish,{{Sfn|Hummel|2007|pp=233–234}} ending the season runner-up with 511 points.

Before the 2003 season, Penske allowed Castroneves to test for the Toyota Formula One team at Circuit Paul Ricard in France before possible contract renewal. He impressed Toyota with his performance but was told CART champion Cristiano da Matta signed as a race driver for 2003. Castroneves told Penske he would stay with the team, citing his fair and loyal treatment towards him.{{Sfn|Castroneves|Matteo|2010|pp=140–142}} The beginning of the season saw Castroneves earn two top threes in Homestead-Miami, Phoenix, and the Indianapolis 500. Castroneves took two straight second places at Richmond International Raceway and Kansas Speedway and won at Gateway International Raceway and Nazareth Speedway to take the points to lead. A gearbox failure at Chicagoland Speedway leaving him 20th and a sixth in California meant he entered the season-ending Chevy 500 at Texas as one of five championship contenders and equal on points with CGR's Scott Dixon. A minor collision with Tony Kanaan took Castroneves out of title contention.{{Sfn|Hummel|2007|pp=236–239}} He was third in points with 484 scored.

For the 2004 season, Hornish joined Castroneves at Penske after De Ferran retired from IndyCar;{{Cite news|last=Rosewater|first=Amy|date=27 February 2004|title=Castroneves still looking to run down his first IndyCar Series crown|page=12C|work=USA Today|url=https://link.gale.com/apps/doc/A133429476/GPS?u=wikipedia&sid=GPS&xid=8dd756c4|url-access=subscription|access-date=27 June 2020|via=Gale in Context: Biography|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055610/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA133429476&v=2.1&it=r&sid=GPS&asid=8dd756c4|url-status=live}} at first, the two did not speak to each other often because of their differing personalities.{{Cite news|last=Brudenell|first=Mike|date=3 August 2007|title=Penske's Pride and Joy: Castroneves, Hornish form unlikely alliance|page=D8|work=Detroit Free Press|id={{ProQuest|436838869}}}} He led most of the season-opening Toyota Indy 300 before Hornish passed him on the final lap to win. Castroneves qualified eighth for his fourth Indianapolis 500. A lack of horsepower against the Honda-powered cars caused him to finish the rain-shortened race ninth. Two races later, Castroneves' first pole position of the season came in the SunTrust Indy Challenge at Richmond, where he finished third.{{Sfn|Hummel|2007|p=240–244}} He took eight more top tens, four pole positions, and overtook Andretti Green Racing's Dan Wheldon to lead the final 21 laps of the season-ending race at Texas for his only win of 2004.{{Sfn|Hummel|2007|p=240–244}} Castroneves' finished fourth in the drivers' championship with 440 points.

Penske's performance in 2004 saw Castroneves being viewed as an outsider for the 2005 title. He began the season with a fifth place in the Toyota Indy 300 and a second at the following XM Satellite Radio 200.{{Sfn|Hummel|2007|p=244–250}} Starting the Indianapolis 500 from fifth position, Castroneves finished the race four places lower in ninth. At Richmond for the SunTrust Indy Challenge two races later, he qualified second and led a race-high 112 laps to win.{{Cite news|last=Graves|first=Gary|date=27 June 2005|title=Castroneves finally conquers Richmond|page=06C|work=USA Today|url=https://link.gale.com/apps/doc/A133596415/GPS?u=wikipedia&sid=GPS&xid=d63162af|url-access=subscription|access-date=27 June 2020|via=Gale in Context: Biography|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055610/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA133596415&v=2.1&it=r&sid=GPS&asid=d63162af|url-status=live}} The relationship between Castroneves and his teammate Hornish cooled after failed overtakes causing both drivers to collide.{{Sfn|Hummel|2007|p=244–250}} He qualified on the pole position at Pikes Peak International Raceway and Watkins Glen International and took six top-tens in the final ten races,{{Sfn|Hummel|2007|p=244–250}} finishing with 440 points for sixth in the drivers' championship.

Before the 2006 season, Penske changed engine manufacturers from the under-powered Toyota to the more powerful Honda in its Dallara IR-05 car after Toyota withdrew from IndyCar.{{Sfn|Hummel|2007|p=251–257}} Castroneves started fifth and led 40 laps for his first series road course win in the Grand Prix of St. Petersburg. He took a second successive victory at Motegi, leading 184 laps from pole position to lead Wheldon by 42 championship points entering the Indianapolis 500.{{Sfn|Hummel|2007|p=251–257}} After qualifying second, handling difficulties caused him to strike the turn four concrete barrier,{{Sfn|Hummel|2007|p=251–257}} leaving him 25th after 109 laps. Castroneves won the Bombardier LearJet 500 after strategic errors by his teammate Hornish and CGR before tire problems at Kansas and a sixth place at Kansas lost him the points lead to Hornish. A victory at Michigan International Speedway gave Castroneves a one-point lead over Hornish going into the final race in Chicago.{{Sfn|Hummel|2007|p=251–257}} A fourth-place put him third in points with 473.

File:HelioCastronevesPractice2007Indy500.jpg]]

For the 2007 season, Castroneves believed the competition would be stronger than in 2006.{{Cite web|last=Beer|first=Matt|date=20 March 2007|title=Castroneves expects tougher 2007|url=https://www.autosport.com/indycar/news/57503/castroneves-expects-tougher-2007|url-status=live|archive-url=https://web.archive.org/web/20200704173043/https://www.autosport.com/indycar/news/57503/castroneves-expects-tougher-2007|archive-date=4 July 2020|access-date=27 June 2020|website=Autosport}} The relationship between him and Hornish became cordial and the two shared information. He began the year with four top nines, leading 95 laps from pole position to win the Grand Prix of St. Petersburg.{{Cite news|last=Harris|first=Mike|date=2 April 2007|title=Auto Racing Roundup: Castroneves cruises to St. Petersburg win|work=Pittsburgh Post-Gazette|agency=Associated Press|url=https://www.post-gazette.com/sports/auto-racing/2007/04/02/Auto-Racing-Roundup-Castroneves-cruises-to-St-Petersburg-winCARSRP/stories/200704020147|url-status=live|access-date=27 June 2020|archive-url=https://web.archive.org/web/20200706062017/https://www.post-gazette.com/sports/auto-racing/2007/04/02/Auto-Racing-Roundup-Castroneves-cruises-to-St-Petersburg-winCARSRP/stories/200704020147|archive-date=6 July 2020}} He took his third career Indianapolis 500 pole position, finishing the rain-shortened race third after pre-race electrical and fueling problems.{{Cite news|last=Hayes|first=Reggie|date=28 May 2007|title=Castroneves: 'I was going for it': He showed patience and skill in making up 24 spots in one 30-lap stretch|page=1|agency=Tribune Business News|id={{ProQuest|462301403}}}} At the ABC Supply Company A.J. Foyt 225 at Milwaukee a week later, he took his third pole position of 2007, but a rear wing mounting failure on lap 201 caused him to crash while leading.{{Cite web|date=4 June 2007|title=Helio: I had it won!|url=https://www.crash.net/indycar/news/24812/1/helio-i-had-it-won|url-status=live|archive-url=https://web.archive.org/web/20200704173043/https://www.crash.net/indycar/news/24812/1/helio-i-had-it-won|archive-date=4 July 2020|access-date=27 June 2020|publisher=Crash}} Castroneves took six top-nines, and three more pole positions in the final ten races for sixth overall in points with 446.

Castroneves began the 2008 season by finishing no lower than fourth in the first four rounds with consecutive second places at St. Petersburg and Motegi to take the early points lead. He qualified fourth for the Indianapolis 500; Castroneves lost the points lead to Dixon when front wing damage relegated him to fourth.{{Cite web|date=25 May 2008|title=Castroneves Finishes Fourth in Indy 500 To Lead Team Penske|url=https://www.teampenske.com/news/index.cfm/i/284/16863/Castroneves_Finishes_Fourth_in_Indy_500_To_Lead_Team_Penske|url-status=live|archive-url=https://web.archive.org/web/20200629095542/https://www.teampenske.com/news/index.cfm/i/284/16863/Castroneves_Finishes_Fourth_in_Indy_500_To_Lead_Team_Penske|archive-date=29 June 2020|access-date=27 June 2020|publisher=Team Penske}} He finished second in both Texas and Richmond with consecutive pole positions at Nashville and Mid-Ohio, both of which did not result in a race victory. Castroneves won the Peak Antifreeze Indy Grand Prix at Infineon Raceway leading a race-high 51 laps from pole position to end a 29-race winless streak.{{Cite news|last=Peltz|first=Jim|date=25 August 2008|title=Castroneves ends dry spell|work=Los Angeles Times|url=https://www.latimes.com/archives/la-xpm-2008-aug-25-sp-indycars25-story.html|url-status=live|access-date=27 June 2020|archive-url=https://web.archive.org/web/20200629021321/https://www.latimes.com/archives/la-xpm-2008-aug-25-sp-indycars25-story.html|archive-date=29 June 2020}} After finishing second in Detroit for illegally blocking Justin Wilson, he entered the season-ending Peak Antifreeze Indy 300 30 points behind championship leader Dixon. Castroneves needed to win the race and for Dixon to finish 11th or lower to become the champion.{{Cite news|last=Isaacson|first=Melissa|date=5 September 2008|title=With Spider-Man creeping up, Dixon tries to claim title|work=Arizona Daily Star|url=https://tucson.com/sports/motor-sports/with-spider-man-creeping-up-dixon-tries-to-claim-title/article_c57621b4-6772-583b-86bf-cb6530a47eb6.html|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200629233405/https://tucson.com/sports/motor-sports/with-spider-man-creeping-up-dixon-tries-to-claim-title/article_c57621b4-6772-583b-86bf-cb6530a47eb6.html|archive-date=29 June 2020}} He began in 28th due to a track limit penalty, beating Dixon by 0.0033 seconds in the second-closest finish in series history,{{Cite news|date=7 September 2008|title=Castroneves wins by .0033 seconds, but Dixon earns second title|publisher=ESPN|agency=Associated Press|url=https://www.espn.co.uk/racing/racing/indycar/news/story?id=3574582|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200630012222/https://www.espn.co.uk/racing/racing/indycar/news/story?id=3574582|archive-date=30 June 2020}} ending the season second in points with 629.

In late 2008, an Internal Revenue Service (IRS) jury charged Castroneves with conspiracy and six counts of tax evasion for failing to report $5.5 million of income earned from 1999 to 2004.{{efn|Taxes of $550,000 from a 1999 to 2001 sponsorship agreement and a $5 million from a "Deferred Royalty Contract" from his 2000 to 2002 Penske contract and under-reporting his income were the specific charges Castroneves faced.{{cite web|last=Mayer|first=Steve|title=From Dancing Shoes to Leg Shackles|url=https://www.caranddriver.com/features/a15148457/from-dancing-shoes-to-leg-shackles/|work=Car and Driver|date=1 January 2009|access-date=28 June 2020|url-status=live|archive-url=https://web.archive.org/web/20200629235904/https://www.caranddriver.com/features/a15148457/from-dancing-shoes-to-leg-shackles/|archive-date=29 June 2020}}}} The issue came about when Alan Miller signed Castroneves to his first contract with Penske in early November 1999 following Greg Moore's sudden death at the 1999 Marlboro 500. With heavy pressure from sponsors to fill Moore's vacant seat, the deal had to be completed in a matter of days. Due to time constraints, Miller rushed through the contract negotiations for Penske, simply striking out Moore's name on the contract documents, and hand-writing in Castroneves' name. He also struck out the name of Moore's promotion company (Greg Moore Enterprises, which Moore owned) and wrote in Seven Promotions, erroneously implying and identifying Castroneves as owning that company. Castroneves, who had been investigated by the IRS since 2004 when it issued 150 subpoenas to businesses and individuals who did business with him,{{Sfn|Castroneves|Matteo|2010|pp=165–167}} pleaded not guilty to the charges on 3 October, and was ordered released on a $10 million bail.{{Cite news|last=Couwels|first=John|date=3 October 2008|title='Dancing' champ Castroneves denies tax-evasion charges|publisher=CNN|url=https://edition.cnn.com/2008/CRIME/10/03/castroneves.tax.charge/|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200628124114/https://edition.cnn.com/2008/CRIME/10/03/castroneves.tax.charge/|archive-date=28 June 2020}} The IRS said he owed them $2.3 million in taxes.{{Cite news|last=Caldwell|first=Dave|date=23 May 2009|title=His Tax Problems Over, Castroneves Is All Smiles|work=The New York Times|url=https://www.nytimes.com/2009/05/24/sports/autoracing/24indy.html?_r=3|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20180628131248/https://www.nytimes.com/2009/05/24/sports/autoracing/24indy.html?_r=3|archive-date=28 June 2018}} The trial was held in March 2009 at the U.S. District Court in Miami. A guilty verdict in the trial would have likely sent Castroneves to prison, and ended his driving career.{{cite news|last=Anderson|first=Curt|title=Tax trial opens for 'Dancing with the Stars' champ|url=https://www.sandiegouniontribune.com/sdut-castroneves-tax-charges-030209-2009mar02-story.html|work=The San Diego Union-Tribune|agency=Associated Press|date=2 March 2009|access-date=16 November 2023}}{{cite news|last=Kravitz|first=Bob|title=When he wins, he pours|url=https://www.newspapers.com/article/the-indianapolis-star/86705427/|work=The Indianapolis Star|date=25 May 2009|page=R2|access-date=16 November 2023|via=Newspapers.com {{open access}}}}

During the trial, his indictment centered around whether he used Seven Promotions as a tax shelter to avoid paying U.S. taxes. The defense claimed Seven Promotions was a Panamanian company created by Castroneves' father (Helio Sr.) in early 1999 to improve his son's image in Brazil and to recruit sponsors. Prosecutors called that a lie, showing jurors documents claiming Castroneves owned Seven Productions, and that it was merely a shell corporation set up to obscure taxable income. An IRS agent testified Castroneves owed every amount of taxable income despite the driver not receiving any of it.{{efn|The payments were invested in a deferred compensation agreement with the Dutch firm Fintage Licensing for athletes with relatively short careers and are at risk of injury or worse.}}{{Cite news|date=17 April 2009|title=IndyCar star Castroneves acquitted of tax evasion charges|work=CBS Sports|url=http://www.cbssports.com/nascar/story/11642170/rss|url-status=dead|access-date=28 June 2020|archive-url=https://web.archive.org/web/20121010115247/http://www.cbssports.com/nascar/story/11642170/rss|archive-date=10 October 2012}} The defense argued Castroneves focused on racing rather than his income; he was unaware of his finances and disliked Dutch and Panamanian business dealings. They said he was uninterested and could not understand his finances and signed papers without knowing their meaning. They also affirmed that the listing of Castroneves as the owner of Seven Promotions in the original Penske contract was a 'clerical error', and that other holes were later discovered in the contract, a result of haphazardly rushing through the negotiations.

The trial ended with closing arguments on 10 April 2009. If found guilty, he faced a maximum prison sentence of 6{{frac|1|2}} years with subsequent deportation because he was a non-American citizen, and the loss of his contracts with companies he endorsed and with Team Penske.{{Cite magazine|last=McCann|first=Michael|date=10 March 2009|title=The nuts and bolts of Helio's complicated tax case|url=https://www.si.com/more-sports/2009/03/10/helio|url-status=live|archive-url=https://web.archive.org/web/20200630000709/https://www.si.com/more-sports/2009/03/10/helio|archive-date=30 June 2020|access-date=28 June 2020|magazine=Sports Illustrated}} The jury deliberated until 17 April, when it acquitted Castroneves of the six counts of criminal tax evasion but hung on the conspiracy charge. On 22 May, with Castroneves at Indianapolis and back to driving, prosecutors dropped the remaining criminal conspiracy charge. A few months later, Castroneves and his attorneys hand-delivered a check to the IRS for back taxes owed, seemingly closing the issue once and for all. About two years later, the IRS filed a $6.21 million civil lawsuit against Castroneves for additional taxes and fraud penalties.{{cite news|last=Weaver|first=Jay|title=IRS again chasing after Indy 500 champion Castroneves|url=https://www.wvgazettemail.com/irs-again-chasing-after-indy-500-champion-castroneves/article_eebb4dc8-a278-515c-a5c0-f2d9ec03a37a.html|work=Charleston Gazette-Mail|agency=Associated Press|date=9 May 2011|access-date=30 June 2020|url-status=live|archive-url=https://web.archive.org/web/20200701054650/https://www.wvgazettemail.com/irs-again-chasing-after-indy-500-champion-castroneves/article_eebb4dc8-a278-515c-a5c0-f2d9ec03a37a.html|archive-date=1 July 2020}} The suit was settled before going to court for approximately 10 percent of what the IRS claimed.{{cite web|title=Katiucia and Helio Castroneves v. Commissioner of Internal Revenue (9825–11)|url=http://www.miami-criminal-attorney-davidmgarvin.com/trial-katucia-results.html|publisher=Miami Criminal Tax Attorney|access-date=30 June 2020|url-status=live|archive-url=https://web.archive.org/web/20200630151912/http://www.miami-criminal-attorney-davidmgarvin.com/trial-katucia-results.html|archive-date=30 June 2020}}

File:HCastronevesIndy.jpg, his third victory at the race.]]

File:Castroneves ims carb day 5 28 2010 8537.JPG

Castroneves signed a multi-year contract with Penske from the 2009 season;{{Cite news|last=Braun|first=Travis|date=15 July 2008|title=Title will have him dancing|page=11C|work=USA Today|url=https://link.gale.com/apps/doc/A181397499/GPS?u=wikipedia&sid=GPS&xid=a9a08345|url-access=subscription|access-date=27 June 2020|via=Gale in Context: Biography|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055611/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA181397499&v=2.1&it=r&sid=GPS&asid=a9a08345|url-status=live}} Will Power replaced him for the season-opening St. Petersburg race before Castroneves returned for the Grand Prix of Long Beach. Castroneves' season highlight was the Indianapolis 500, where he qualified fastest, and led twice for a total of 66 laps for his third victory there.{{Cite web|last=Leone|first=Christopher|date=25 May 2009|title=Castroneves Wins Third Indy 500|url=https://bleacherreport.com/articles/183059-castroneves-wins-third-indy-500|url-status=live|archive-url=https://web.archive.org/web/20200630151825/https://bleacherreport.com/articles/183059-castroneves-wins-third-indy-500|archive-date=30 June 2020|access-date=28 June 2020|publisher=Bleacher Report}} In the Bombardier Learjet 550 at Texas two races later, Castroneves achieved his second victory of 2009.{{Cite web|date=7 June 2009|title=Texas Motor Speedway Race Report|url=https://hondanews.com/en-US/releases/texas-motor-speedway-race-report?l=en-US&mode=print|url-status=live|archive-url=https://web.archive.org/web/20200628124123/https://hondanews.com/en-US/releases/texas-motor-speedway-race-report?l=en-US&mode=print|archive-date=28 June 2020|access-date=28 June 2020|publisher=Honda}} He took six more top-tens, including a second place in the Edmonton Indy, and pole position in the Iowa Corn Indy 250 at Iowa Speedway.{{Cite news|last=Meredith|first=Luke|date=21 June 2009|title=Castroneves awarded pole for Iowa Corn Indy 250|work=Sarasota Herald-Tribune|agency=Associated Press|url=https://www.heraldtribune.com/news/20090621/castroneves-awarded-pole-for-iowa-corn-indy-250|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200701145422/https://www.heraldtribune.com/news/20090621/castroneves-awarded-pole-for-iowa-corn-indy-250|archive-date=1 July 2020}} Castroneves was eliminated from championship contention at Chicago,{{Cite journal|date=21 September 2009|title=Castroneves Comes Up Short Again|url=https://link.gale.com/apps/doc/A208431649/GPS?u=wikipedia&sid=GPS&xid=3bc31333|journal=Autoweek|volume=59|issue=19|pages=55|url-access=subscription|access-date=28 June 2020|via=Gale General OneFile|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055611/https://go.gale.com/ps/i.do?p=GPS&u=wikipedia&id=GALE%7CA208431649&v=2.1&it=r&sid=GPS&asid=3bc31333|url-status=live}} and finished fourth overall with 433 points.

File:Helio Castroneves Sonoma 2010.jpg]]

For the 2010 season, he felt Penske had reached the potential of its ageing Dallara-Honda car, and feared other teams would exploit this to close the performance gap.{{Cite web|last=Beer|first=Matt|date=11 March 2010|title=Castroneves: IndyCar getting closer|url=https://www.autosport.com/news/report.php/id/81988|url-status=dead|archive-url=https://web.archive.org/web/20100314144615/https://www.autosport.com/news/report.php/id/81988|archive-date=14 March 2010|access-date=28 June 2020|website=Autosport}} Castroneves won the inaugural Indy Grand Prix of Alabama to extend his record of winning a race to ten straight seasons.{{Cite web|last=Llewellyn|first=Craig|date=12 April 2010|title=Castroneves wins Grand Prix of Alabama|url=https://www.crash.net/indycar/race-report/158670/1/castroneves-keeps-penske-streak-alive|url-status=live|archive-url=https://web.archive.org/web/20200630004408/https://www.crash.net/indycar/race-report/158670/1/castroneves-keeps-penske-streak-alive|archive-date=30 June 2020|access-date=28 June 2020|publisher=Crash}} After qualifying on pole position for the Indianapolis 500, a stall in a pit stop relegated him to ninth.{{Cite news|last=Alexander|first=Elton|date=31 May 2010|title=Indianapolis 500 simply the pits for Roger Penske|work=The Plain Dealer|url=https://www.cleveland.com/sports/2010/05/indianapolis_500_simply_the_pi.html|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200628150823/https://www.cleveland.com/sports/2010/05/indianapolis_500_simply_the_pi.html|archive-date=28 June 2020}} Five races later, at the Honda Indy Edmonton, Castroneves was the first to finish, but was demoted to tenth after he was deemed to have blocked his teammate Power.{{Cite magazine|last=Cavin|first=Curt|date=28 July 2010|title=Storm in Canada|magazine=Auto Action|issue=1401|pages=42–43}} He won two consecutive races, at Kentucky Speedway and Motegi, before ending the season with a fifth at Homestead-Miami. With 531 points, Castroneves was fourth in the drivers' standings.

File:Helio Castroneves 2011 Indy Japan 300 Race.jpg]]

The beginning of the 2011 season saw him struggle in comparison with his previous years at Penske. Castroneves finished poorly as a result of three collisions in the first four races in St. Petersburg, Long Beach and São Paulo; his best result in that period was a seventh at Birmingham, putting him 17th overall by the time of the Indianapolis 500 in May.{{Cite news|last=Marot|first=Michael|date=18 May 2011|title=Castroneves hoping for new start at Indianapolis|work=The Ledger|agency=Associated Press|url=https://www.theledger.com/news/20110518/castroneves-hoping-for-new-start-at-indianapolis/1|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200706135234/https://www.theledger.com/news/20110518/castroneves-hoping-for-new-start-at-indianapolis/1|archive-date=6 July 2020}}{{Cite news|last1=Cavin|first1=Curt|last2=Ballard|first2=Steve|date=15 May 2011|title=Indy gives Castroneves break from poor season start|page=C5|work=The Indianapolis Star|id={{ProQuest|866998974}}}} Castroneves qualified 16th for the race; a flat tire and vibration left him one lap down in 17th.{{Cite news|date=29 May 2011|title=Indianapolis 500: Team Penske endures a tough day|work=The Mercury News|agency=Associated Press|url=http://www.mercurynews.com/2011/05/29/indianapolis-500-team-penske-endures-a-tough-day/|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20170504234301/http://www.mercurynews.com/2011/05/29/indianapolis-500-team-penske-endures-a-tough-day/|archive-date=4 May 2017}} The rest of Castroneves' season included two-second places at Edmonton and Sonoma, and three top-nines. He was 11th overall with 312 points, his lowest finish since he was sixth in both 2005 and 2007. The 2011 season was the first since 1999 in which Castroneves did not achieve a race win.

File:Helio Castroneves 2012 Detroit.jpg]]

He signed a contract extension with Penske prior to the 2012 season.{{Cite web|last=Sung|first=Pauline|date=8 November 2011|title=Haute 100 Update: Helio Castroneves Extends Team Penske Contract into 13th Year|url=https://hauteliving.com/2011/11/haute-100-update-helio-castroneves-extends-team-penske-contract-into-13th-year/220608/|url-status=live|archive-url=https://web.archive.org/web/20200705172413/https://hauteliving.com/2011/11/haute-100-update-helio-castroneves-extends-team-penske-contract-into-13th-year/220608/|archive-date=5 July 2020|access-date=28 June 2020|website=Haute Living}} At the season-opening Grand Prix of St. Petersburg, Castroneves passed J. R. Hildebrand with 26 laps to go to win.{{Cite web|last=Lewandoski|first=Dave|date=25 March 2012|title=Castroneves starts year with exuberant victory|url=http://www.indycar.com/News/2012/March/3-25-IICS-race-story.aspx|url-status=live|archive-url=https://web.archive.org/web/20120327161545/http://www.indycar.com/News/2012/March/3-25-IICS-race-story.aspx|archive-date=27 March 2012|access-date=28 June 2020|publisher=IndyCar Series}} He took pole position for the following Indy Grand Prix of Alabama and finished third. In the Indianapolis 500, Castroneves qualified sixth, but finished tenth due to his car lacking downforce.{{Cite magazine |last=Castroneves|first=Hélio|date=July 2012|title=Our Indy 500 Had Its Positives|magazine=Racer|issue=243|page=24}} He then took three sixth places at Milwaukee, Iowa and Toronto. and won the Edmonton Indy to draw within 23 points of championship leader Ryan Hunter-Reay.{{Cite news|last=Matsuda|first=Darryl|date=22 August 2012|title=IndyCar: Helio Castroneves eyeing an elusive season title|work=The Mercury News|url=http://www.mercurynews.com/2012/08/22/indycar-helio-castroneves-eyeing-an-elusive-season-title/|url-status=live|access-date=28 June 2020|archive-url=https://web.archive.org/web/20200704140903/https://www.mercurynews.com/2012/08/22/indycar-helio-castroneves-eyeing-an-elusive-season-title/|archive-date=4 July 2020}} Castroneves ended the season with three more top-tens for fourth overall with 431 points.

Castroneves re-signed with Penske for the 2013 season;{{Cite news|date=5 November 2012|title=Helio Castroneves renova com a Penske por mais um ano|language=Pt|trans-title=Helio Castroneves renews with Penske for another year|publisher=Terra|url=https://www.terra.com.br/esportes/helio-castroneves-renova-com-a-penske-por-mais-um-ano,8581aeb7087ca310VgnCLD2000000dc6eb0aRCRD.html|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200630222339/https://www.terra.com.br/esportes/helio-castroneves-renova-com-a-penske-por-mais-um-ano,8581aeb7087ca310VgnCLD2000000dc6eb0aRCRD.html|archive-date=30 June 2020}} the team modified his car in the off-season.{{Cite web|last=Glendenning|first=Mark|date=19 February 2014|title=Castroneves says 2013 IndyCar title defeat now behind him|url=https://www.autosport.com/indycar/news/112565/castroneves-title-defeat-now-behind|url-status=live|archive-url=https://web.archive.org/web/20200630134037/https://www.autosport.com/indycar/news/112565/castroneves-title-defeat-now-behind|archive-date=30 June 2020|access-date=29 June 2020|website=Autosport}} Two podiums in the season-opening Grand Prix of St. Petersburg and the following Honda Indy Grand Prix of Alabama gave him the points lead.{{Cite news|last=Peltz|first=Jim|date=19 April 2013|title=This could be his year|work=Los Angeles Times|url=https://www.latimes.com/archives/la-xpm-2013-apr-18-la-sp-0419-long-beach-grand-prix-20130419-story.html|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200702145618/https://www.latimes.com/archives/la-xpm-2013-apr-18-la-sp-0419-long-beach-grand-prix-20130419-story.html|archive-date=2 July 2020}} Castroneves fell to third after finishing 13th in the São Paulo Indy 300,{{Cite web|date=5 May 2013|title=Chevy Indycar at São Paulo: James Hinchcliffe Wins on Streets of São Paulo to Claim Second IZOD Indycar Series Career Victory|url=https://media.chevrolet.com/media/us/en/chevrolet/news.detail.html/content/Pages/news/us/en/2013/May/bowtie.html|url-status=live|archive-url=https://web.archive.org/web/20200629091323/https://media.chevrolet.com/media/us/en/chevrolet/news.detail.html/content/Pages/news/us/en/2013/May/bowtie.html|archive-date=29 June 2020|access-date=29 June 2020|publisher=Chevrolet}} He qualified eighth for the Indianapolis 500; rev limiter issues left him in sixth.{{Cite web|last=Estrada|first=Chris|date=26 May 2013|title=Helio and Dario both fall short of fourth Indy win|url=http://motorsports.nbcsports.com/2013/05/26/helio-and-dario-both-fall-short-of-fourth-indy-win/|url-status=live|archive-url=https://web.archive.org/web/20150919162126/http://motorsports.nbcsports.com/2013/05/26/helio-and-dario-both-fall-short-of-fourth-indy-win/|archive-date=19 September 2015|access-date=29 June 2020|publisher=NBC Sports}} In the Firestone 550 at Texas, Castroneves led the final 132 laps to win, breaking a tie with Marco Andretti for the points lead.{{Cite web|last=Sturbin|first=John|date=11 June 2013|title=Helio Supplied Important Punchline at Texas|url=http://www.racintoday.com/archives/41420|url-status=live|archive-url=https://web.archive.org/web/20200702135420/http://www.racintoday.com/archives/41420|archive-date=2 July 2020|access-date=29 June 2020|publisher=Racin' Today}} Castroneves took two more second places at Milwaukee and the second Toronto race and finished no lower than ninth in the next eight races. An opportunity for him to win the championship before the season was over came to nothing when gearbox problems in the Grand Prix of Houston double leader dropped 25 points behind Dixon.{{Cite news|date=7 October 2013|title=Castroneves sem título antecipado E liderança|language=PT|trans-title=Castroneves without advance title and leadership|work=O Globo|id={{ProQuest|1439717574}}}}{{Cite news|last=Witz|first=Billy|date=18 October 2013|title=Final Race Will Test The Luck of Castroneves|work=The New York Times|url=http://www.nytimes.com/2013/10/19/sports/autoracing/final-race-will-test-the-luck-of-castroneves.html|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20131024040854/http://www.nytimes.com/2013/10/19/sports/autoracing/final-race-will-test-the-luck-of-castroneves.html|archive-date=24 October 2013}} To win the championship in the season-ending MAVTV 500 IndyCar World Championships, Castroneves needed to finish nine positions higher than Dixon.{{Cite news|last=Olson|first=Jeff|date=18 October 2013|title=IndyCar title comes down to Dixon vs. Castroneves|work=USA Today|url=https://usatoday.com/story/sports/motor/indycar/2013/10/18/scott-dixon-helio-castroneves-indycar-championship-season-finale/3006253/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200630174014/https://www.usatoday.com/story/sports/motor/indycar/2013/10/18/scott-dixon-helio-castroneves-indycar-championship-season-finale/3006253/|archive-date=30 June 2020}} A sixth place for Castroneves and a fifth for Dixon gave Castroneves second overall with 550 points.{{Cite web|last=Carvalho|first=Guilherme|date=20 October 2013|title=Helinho chega em 6º e vê Dixon campeão em Fontana. Power vence a prova|trans-title=Helinho comes in 6th and sees Dixon champion in Fontana. Power wins the race|url=https://motorsport.uol.com.br/indycar/news/helinho-chega-em-6o-e-ve-dixon-campeao-em-fontana-power-vence-a-prova/563041/|url-status=live|archive-url=https://web.archive.org/web/20200629224126/https://motorsport.uol.com.br/indycar/news/helinho-chega-em-6o-e-ve-dixon-campeao-em-fontana-power-vence-a-prova/563041/|archive-date=29 June 2020|access-date=29 June 2020|publisher=motorsport.com|language=pt}}

File:Helio Castroneves Dallara DW12.jpg car Castroneves drove in the 2014 season]]

He remained with Penske for the 2014 season. Castrovenes finished third at the season-opening Grand Prix of St. Petersburg and the Grand Prix of Indianapolis three races later.{{Cite web|last=Martin|first=Bruce|date=28 August 2014|title=IndyCar finale: How Helio Castroneves got to this point|url=https://www.foxsports.com/motor/story/indycar-finale-how-helio-castroneves-got-to-this-point-082814|url-status=live|archive-url=https://web.archive.org/web/20200701215921/https://www.foxsports.com/motor/story/indycar-finale-how-helio-castroneves-got-to-this-point-082814|archive-date=1 July 2020|access-date=29 June 2020|work=Fox Sports}} He qualified fourth for the Indianapolis 500, and finished second, 0.0600 seconds behind Hunter-Reay in the second-closest finish in event history after a late race duel for the victory.{{Cite web|last=Glendenning|first=Mark|date=25 May 2014|title=Indianapolis 500: Ryan Hunter-Reay beats Helio Castroneves to win|url=https://www.autosport.com/indycar/news/114142/hunterreay-earns-first-indy-500-win|url-status=live|archive-url=https://web.archive.org/web/20200630142731/https://www.autosport.com/indycar/news/114142/hunterreay-earns-first-indy-500-win|archive-date=30 June 2020|access-date=29 June 2020|website=Autosport}} He took pole position for the first Detroit Belle Isle Grand Prix race and won the second.{{Cite news|last=Cavin|first=Curt|date=1 June 2014|title=Helio Castroneves climbs to victory in race 2 of Detroit Grand Prix|work=The Indianapolis Star|url=https://www.indystar.com/story/sports/motor/indy-car/2014/06/01/helio-castroneves-wins-race-2-of-the-detroit-grand-prix/9845269/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200629102646/https://www.indystar.com/story/sports/motor/indy-car/2014/06/01/helio-castroneves-wins-race-2-of-the-detroit-grand-prix/9845269/|archive-date=29 June 2020}} After three straight sub-par results, Castroneves finished second in the Pocono IndyCar 500 at Pocono Raceway to tie his teammate Will Power for the points lead,{{Cite news|last=Olson|first=Jeff|date=7 July 2014|title=Teammates Power, Castroneves share goal|work=USA Today|url=https://www.usatoday.com/story/sports/motor/indycar/2014/07/07/will-power-helio-castroneves-battle-for-first-indycar-championship/12297243/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200629102648/https://www.usatoday.com/story/sports/motor/indycar/2014/07/07/will-power-helio-castroneves-battle-for-first-indycar-championship/12297243/|archive-date=29 June 2020}} which took after finishing eighth in the Iowa Corn Indy 300.{{Cite news|last=Harper|first=Tyler|date=18 July 2014|title=Honda Indy: Castroneves, Power chasing elusive IndyCar championship|publisher=CTV News|agency=The Canadian Press|url=https://www.ctvnews.ca/sports/honda-indy-castroneves-power-chasing-elusive-indycar-championship-1.1920821|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200629102646/https://www.ctvnews.ca/sports/honda-indy-castroneves-power-chasing-elusive-indycar-championship-1.1920821|archive-date=29 June 2020}} He relinquished the points lead after a throttle problem left him 19th in the Honda Indy 200 at Mid-Ohio.{{Cite news|last=Lair|first=Keith|date=28 August 2014|title=Helio Castroneves will likely settle for second in IndyCar points, again|work=Los Angeles Daily News|url=https://www.dailynews.com/2014/08/28/helio-castroneves-will-likely-settle-for-second-in-indycar-points-again/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200630225258/https://www.dailynews.com/2014/08/28/helio-castroneves-will-likely-settle-for-second-in-indycar-points-again/|archive-date=30 June 2020}} Entering the final race, the MAVTV 500 IndyCar World Championships, Castroneves was 51 points behind Power. After winning the one point for the pole position, he had to claim victory and for Power to finish seventh or lower to become the champion.{{Cite news|last=Olson|first=Jeff|date=31 August 2014|title=Helio Castroneves second again in IndyCar title race|work=USA Today|url=https://www.usatoday.com/story/sports/motor/indycar/2014/08/31/helio-castroneves-finishes-second-indycar-championship-will-power/14896515/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200630005156/https://www.usatoday.com/story/sports/motor/indycar/2014/08/31/helio-castroneves-finishes-second-indycar-championship-will-power/14896515/|archive-date=30 June 2020}} Castroneves placed 14th for second overall with 609 points.

File:Hélio Castroneves in his car at Carb Day 2015 - Sarah Stierch.jpg]]

For the 2015 season, his Penske car was fitted with Chevrolet's updated aerodynamic package.{{Cite web|last=Pryson|first=Mike|date=22 April 2015|title=Fast five: IndyCar driver Helio Castroneves talks about 'Dancing with the Stars,' new aero kits|url=https://www.autoweek.com/racing/indycar/a1868186/fast-five-indycar-driver-helio-castroneves-talks-about-dancing-stars-new-aero-kits/|url-status=live|archive-url=https://web.archive.org/web/20200701193144/https://www.autoweek.com/racing/indycar/a1868186/fast-five-indycar-driver-helio-castroneves-talks-about-dancing-stars-new-aero-kits/|archive-date=1 July 2020|access-date=29 June 2020|website=Autoweek}} Castroneves achieved consecutive second places in the Indy Grand Prix of Louisiana and the Grand Prix of Long Beach and two pole positions. During practice for the Indianapolis 500, he lost control of his car in the first turn, and struck the barrier, flipping his car over 180 degrees and landing upside down.{{Cite web|last=Glendenning|first=Mark|date=13 May 2015|title=Helio Castroneves uninjured in airborne Indy 500 practice shunt|url=https://www.autosport.com/indycar/news/118963/castroneves-uninjured-in-practice-shunt|url-status=live|archive-url=https://web.archive.org/web/20200630141654/https://www.autosport.com/indycar/news/118963/castroneves-uninjured-in-practice-shunt|archive-date=30 June 2020|access-date=29 June 2020|website=Autosport}} He started fifth and ran consistently within the top five but finished seventh.{{Cite news|last=James|first=Brant|date=24 May 2015|title=Helio Castroneves on closing laps at Indy 500: 'There's no friends out there'|work=USA Today|url=https://sports.usatoday.com/2015/05/24/helio-castroneves-indianapolis-500/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200630024050/https://sports.usatoday.com/2015/05/24/helio-castroneves-indianapolis-500/|archive-date=30 June 2020}} The rest of the season saw Castroneves achieve consecutive third places in the Firestone 600 and the Honda Indy Toronto and was second in the ABC Supply Wisconsin 250 along with two more pole positions for fourth overall with 453 points.

Castroneves stayed with Penske for the 2016 season. At the Grand Prix of Long Beach, he led a race-high 47 laps from pole position but a strategy error left him third.{{Cite web|last=Bonkowski|first=Jerry|date=17 April 2016|title=Castroneves' fast start ends with third-place finish at Long Beach|url=https://motorsports.nbcsports.com/2016/04/17/castroneves-fast-start-ends-with-third-place-finish-at-long-beach/|url-status=live|archive-url=https://web.archive.org/web/20160418123309/http://motorsports.nbcsports.com/2016/04/17/castroneves-fast-start-ends-with-third-place-finish-at-long-beach/|archive-date=18 April 2016|access-date=29 June 2020|publisher=NBC Sports}} Castroneves took another podium finish two races later, a second place at the Grand Prix of Indianapolis.{{Cite news|last=Hensby|first=Paul|date=15 May 2016|title=Helio Castroneves: "We Knew We Didn't Have the Fastest Car"|publisher=The Checkered Flag|url=http://www.thecheckeredflag.co.uk/2016/05/helio-castroneves-knew-didnt-fastest-car/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20160516100812/http://www.thecheckeredflag.co.uk/2016/05/helio-castroneves-knew-didnt-fastest-car/|archive-date=16 May 2016}} After qualifying ninth for the Indianapolis 500, he led 24 laps, finishing 11th after a lap-160 collision with Hildebrand dislodged Castroneves' left-rear bumper pod.{{Cite news|last=Olson|first=Jeff|date=29 May 2016|title=Helio Castroneves furious after finishing 11th in Indy 500|work=USA Today|url=http://sports.usatoday.com/2016/05/29/helio-castroneves-finishes-11th-in-indy-500|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20160704180235/http://sports.usatoday.com/2016/05/29/helio-castroneves-finishes-11th-in-indy-500|archive-date=4 July 2016}}{{Cite web|last=Malsher|first=David|date=30 May 2016|title=Castroneves fuming over lost opportunity for Indy win|url=http://www.motorsport.com/indycar/news/castroneves-fuming-over-lost-opportunity-for-indy-win-741959/|url-status=live|archive-url=https://web.archive.org/web/20160604100313/http://www.motorsport.com/indycar/news/castroneves-fuming-over-lost-opportunity-for-indy-win-741959/|archive-date=4 June 2016|access-date=29 June 2020|publisher=Motorsport.com}} Castroneves achieved two more podium finishes, a second in the Honda Indy Toronto,{{Cite news|date=17 July 2016|title=Toronto Indy: Will Power beats Canadian Hinchcliffe, Castroneves|publisher=CBC News|agency=The Canadian Press|url=https://www.cbc.ca/sports/toronto-indy-will-power-1.3682883|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20161124214730/http://www.cbc.ca/sports/toronto-indy-will-power-1.3682883|archive-date=24 November 2016}} and a third in the IndyCar Grand Prix at the Glen. In the ABC Supply 500 at Pocono, the top of his vehicle was mounted by Alexander Rossi's airborne car after Rossi and Charlie Kimball collided in the pit lane. Castroneves was uninjured from the impact.{{Cite news|last=Legare|first=Andrew|date=26 August 2016|title=Castroneves chasing first win of 2016|work=Star-Gazette|url=https://www.stargazette.com/story/sports/2016/08/26/castroneves-chasing-first-win-2016/89379104/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200629201737/https://www.stargazette.com/story/sports/2016/08/26/castroneves-chasing-first-win-2016/89379104/|archive-date=29 June 2020}} With 504 points, Castroneves was fourth in the drivers' championship.

File:2017 Rainguard Water Sealers 600 26.jpg]]

He remained at Penske for the 2017 season. Castrovenes began with his third successive pole position at the Grand Prix of Long Beach; electrical problems left him ninth.{{Cite web|last=Farmer|first=Josh|date=9 April 2017|title=Castroneves Frusted With Ninth-Place Long Beach Finish|url=http://www.indycar.com/News/2017/04/04-09-Castroneves-9th-at-LB|url-status=live|archive-url=https://web.archive.org/web/20170413034629/http://www.indycar.com/News/2017/04/04-09-Castroneves-9th-at-LB|archive-date=13 April 2017|access-date=29 June 2020|publisher=IndyCar Series}} He led the first 73 laps of the Desert Diamond West Valley Phoenix Grand Prix for fourth after winning pole.{{Cite web|last=Farmer|first=Josh|date=30 April 2017|title=Castroneves Battles to Fourth at Phoenix|url=https://motorsportstribune.com/castroneves-battles-to-fourth-at-phoenix/|url-status=live|archive-url=https://web.archive.org/web/20200629201832/https://motorsportstribune.com/castroneves-battles-to-fourth-at-phoenix/|archive-date=29 June 2020|access-date=29 June 2020|publisher=Motorsports Tribune}} Castroneves began from a career-low 19th in the Indianapolis 500, moving through the field to finish second after a late race duel for the win with Takuma Sato.{{Cite news|last=Keefer|first=Zak|date=28 May 2017|title=Helio misses history by two-tenths of a second|work=USA Today|url=https://sports.usatoday.com/2017/05/28/indycar-helio-castroneves-misses-indianapolis-500-history-takuma-sato-wins/|url-status=live|access-date=29 June 2020|archive-url=https://web.archive.org/web/20200630211642/https://sports.usatoday.com/2017/05/28/indycar-helio-castroneves-misses-indianapolis-500-history-takuma-sato-wins/|archive-date=30 June 2020}} He earned his 50th pole position in the Kohler Grand Prix at Road America,{{Cite web|last=Martin|first=Bruce|date=24 June 2017|title=Helio Castroneves Records 50th IndyCar Pole|url=https://speedsport.com/indy/indycar-series/helio-castroneves-records-50th-indycar-pole/|url-status=live|archive-url=https://web.archive.org/web/20200629202309/https://speedsport.com/indy/indycar-series/helio-castroneves-records-50th-indycar-pole/|archive-date=29 June 2020|access-date=29 June 2020|website=Speed Sport}} and went on to lead 214 laps in his first victory in 54 races in the Iowa Corn 300.{{Cite web|last=Brazeau|first=Jonathan|date=9 July 2017|title=Castroneves breaks drought in Iowa|url=https://www.sportsnet.ca/auto-racing/indycar-takeaways-castroneves-cruises-snap-winless-streak/|url-status=live|archive-url=https://web.archive.org/web/20200629202325/https://www.sportsnet.ca/auto-racing/indycar-takeaways-castroneves-cruises-snap-winless-streak/|archive-date=29 June 2020|access-date=29 June 2020|publisher=Sportsnet}} Castroneves finished no lower than eighth in the next five races, and entered the season's final race, the Grand Prix of Sonoma 22 points behind championship leader and teammate Josef Newgarden and 19 behind Dixon. A victory and Newgarden finishing third or lower and Dixon second or worse would give Castroneves the title.{{Cite web|last=Lavigne|first=Kyle|date=17 September 2017|title=IndyCar's Sonoma points permutations|url=http://motorsports.nbcsports.com/2017/09/17/indycars-sonoma-points-permutations/|url-status=live|archive-url=https://web.archive.org/web/20171127200031/http://motorsports.nbcsports.com/2017/09/17/indycars-sonoma-points-permutations/|archive-date=27 November 2017|access-date=29 June 2020|publisher=NBC Sports}} He finished in fifth place to be fourth overall with 598 points.{{Cite web|last=Sturbin|first=John|date=18 September 2017|title=Penske Drivers Win Race, Championship at Sonoma|url=http://www.racintoday.com/archives/59347|url-status=live|archive-url=https://web.archive.org/web/20200629202211/http://www.racintoday.com/archives/59347|archive-date=29 June 2020|access-date=29 June 2020|publisher=Racin' Today}}

File:Helio castroneves (51222190794).jpg, his record-tying fourth victory in the race.]]

Post-season, he stepped down from IndyCar full-time to move to Penske's IMSA SportsCar Championship program.{{Cite news|last=Caldwell|first=Dave|date=26 January 2018|title=Helio Castroneves Steps Away From IndyCar and into a New Role|work=The New York Times|url=https://www.nytimes.com/2018/01/26/sports/helio-castroneves-indycar-sportscar.html|url-status=live|access-date=30 June 2020|archive-url=https://web.archive.org/web/20180127181650/https://www.nytimes.com/2018/01/26/sports/helio-castroneves-indycar-sportscar.html|archive-date=27 January 2018}} Castroneves was entered into both the IndyCar Grand Prix and the Indianapolis 500 as part of his 2018 campaign; he prepared for the races by sharing notes with his teammates and familiarizing himself with the car.{{Cite web|last=B. Wilson|first=Phillip|date=30 April 2018|title=Castroneves giddy about coming home to Indy|url=https://www.indycar.com/News/2018/04/04-30-Castroneves-Indy-test|url-status=live|archive-url=https://web.archive.org/web/20200630181057/https://www.indycar.com/News/2018/04/04-30-Castroneves-Indy-test|archive-date=30 June 2020|access-date=30 June 2020|publisher=IndyCar Series}}{{Cite news|last=Hussey|first=Andrew|date=13 May 2018|title=Helio Castroneves enjoys return to IMS, sixth-place finish in IndyCar Grand Prix|work=The Indianapolis Star|url=https://www.indystar.com/story/sports/motor/2018/05/12/helio-castroneves-returns-ims-finishes-sixth-indycar-grand-prix/591059002/|url-status=live|access-date=30 June 2020|archive-url=https://web.archive.org/web/20180517191438/https://www.indystar.com/story/sports/motor/2018/05/12/helio-castroneves-returns-ims-finishes-sixth-indycar-grand-prix/591059002/|archive-date=17 May 2018}} Castroneves' team employed a strategy allowing him to finish sixth in the IndyCar Grand Prix. At the Indianapolis 500, he started from eighth place, before losing control of his car in turn four and crashing on the 146th lap for a 27th-place finish.{{Cite web|last=Bromberg|first=Nick|date=27 May 2018|title=After crash, Helio Castroneves says he wants another shot at 4th Indy 500 win|url=https://sports.yahoo.com/crash-helio-castroneves-says-wants-another-shot-4th-indy-500-win-185429622.html?guccounter=1|url-status=live|archive-url=https://web.archive.org/web/20200630153731/https://sports.yahoo.com/crash-helio-castroneves-says-wants-another-shot-4th-indy-500-win-185429622.html?guccounter=1|archive-date=30 June 2020|access-date=30 June 2020|publisher=Yahoo! Sports}}
{{cite news|last=Hussey|first=Andrew|title=Helio Castroneves wants another opportunity after Indy 500 crash|url=https://www.indystar.com/story/sports/motor/2018/05/27/helio-castroneves-wants-another-opportunity-after-indy-500-crash/621191002/|work=The Indianapolis Star|date=27 May 2018|access-date=30 June 2020|url-status=live|archive-url=https://web.archive.org/web/20180531001100/https://www.indystar.com/story/sports/motor/2018/05/27/helio-castroneves-wants-another-opportunity-after-indy-500-crash/621191002/|archive-date=31 May 2018}} In the 2019 season, he again entered both the IndyCar Grand Prix and the Indianapolis 500. Castroneves finished the IndyCar Grand Prix two laps behind the leaders in 21st.{{Cite news|date=15 May 2019|title=The Latest: Penske expects Castroneves back at Indy in 2020|publisher=ABC News|agency=Associated Press|url=https://abcnews.go.com/Sports/wireStory/latest-rosenqvist-crashes-end-indy-500-practice-63064046|url-status=live|access-date=30 June 2020|archive-url=https://web.archive.org/web/20200630151905/https://abcnews.go.com/Sports/wireStory/latest-rosenqvist-crashes-end-indy-500-practice-63064046|archive-date=30 June 2020}} He started 12th in the Indianapolis 500, finishing the race 18th following a pit lane collision with the rear of James Davison's car earning him a drive-through penalty.{{Cite news|last=Brudenell|first=Mike|date=31 May 2019|title=Racing passion still burns for Acura Team Penske's Hélio Castroneves|work=Autoweek|url=https://www.autoweek.com/racing/more-racing/a2138201/racing-passion-still-burns-acura-team-penskes-helio-castroneves/|url-status=live|access-date=30 June 2020|archive-url=https://web.archive.org/web/20200630151915/https://www.autoweek.com/racing/more-racing/a2138201/racing-passion-still-burns-acura-team-penskes-helio-castroneves/|archive-date=30 June 2020}} He began the 2020 Indianapolis 500 from 27th and finished the race in 11th.{{cite web|last=Starr|first=Briar|title=Castroneves earns hard-fought 11th at Indy|url=https://www.speedwaymedia.com/2020/08/24/castroneves-earns-hard-fought-11th-at-indy/|publisher=SpeedwayMedia|date=24 August 2020|access-date=26 August 2020|archive-date=27 August 2020|archive-url=https://web.archive.org/web/20200827193441/https://www.speedwaymedia.com/2020/08/24/castroneves-earns-hard-fought-11th-at-indy/|url-status=live}}

File:Castroneves on turn 3 (52162231249).jpg]]

Castroneves signed to race for Arrow McLaren SP in place of the unfit Oliver Askew at the Harvest Grand Prix in his first IndyCar start for a team other than Penske since 1999.{{Cite web|last=Glendenning|first=Mark|url=https://racer.com/2020/09/24/askew-sidelined-from-harvest-gp-on-medical-grounds-castroneves-gets-call-up/|title=Askew sidelined from Harvest GP on medical grounds; Castroneves gets call-up|work=Racer|date=24 September 2020|access-date=25 September 2020|archive-date=30 September 2020|archive-url=https://web.archive.org/web/20200930210511/https://racer.com/2020/09/24/askew-sidelined-from-harvest-gp-on-medical-grounds-castroneves-gets-call-up/|url-status=live}} He finished 20th in the first race and 21st in the second. Following an approach by team owner Michael Shank in late 2020, Castroneves signed for the small Meyer Shank Racing (MSR) team to compete at six races in the 2021 season,{{cite news|last=Bonkowski|first=Jerry|title=Castroneves Revels in Second IndyCar Life and Helio 2.0|url=https://www.autoweek.com/racing/indycar/a37961644/helio-castroneves-second-indycar-life/|work=Autoweek|date=14 October 2021|access-date=12 November 2021|archive-date=12 November 2021|archive-url=https://web.archive.org/web/20211112134830/https://www.autoweek.com/racing/indycar/a37961644/helio-castroneves-second-indycar-life/|url-status=live}} feeling the growing team would give him the opportunity to win a fourth Indianapolis 500. He had asked MSR to enter him in more races but the request was denied.{{cite news|last=Wilson|first=David|title=Even at 46, Fort Lauderdale's Helio Castroneves isn't done chasing Indy 500 championships|url=https://www.miamiherald.com/sports/nascar-auto-racing/article252131433.html|work=Miami Herald|date=16 June 2021|access-date=10 July 2021|archive-date=10 July 2021|archive-url=https://web.archive.org/web/20210710134435/https://www.miamiherald.com/sports/nascar-auto-racing/article252131433.html|url-status=live}} At the Indianapolis 500, Castroneves achieved his record-tying fourth career victory in the event after a late-race pass on Álex Palou.{{cite web|last=Smith|first=Damien|title=Fine lines, despite the wrinkles: How Helio Castroneves conquered Indy, aged 46|url=https://www.motorsportmagazine.com/articles/us-scene/indycar/fine-lines-despite-the-wrinkles-how-helio-castroneves-conquered-indy-aged-46|work=Motor Sport|date=1 June 2021|access-date=1 June 2021|archive-date=2 June 2021|archive-url=https://web.archive.org/web/20210602215624/https://www.motorsportmagazine.com/articles/us-scene/indycar/fine-lines-despite-the-wrinkles-how-helio-castroneves-conquered-indy-aged-46|url-status=live}} He struggled with his form after his victory,{{Cite web |last=Bonkowski |first=Jerry |date=10 May 2023 |title=Why Helio Castroneves Refuses To Give Up Chase For A Record Fifth Indy 500 Win |url=https://www.autoweek.com/racing/indycar/a43855004/why-helio-castroneves-refuses-chase-record-fifth-indy-500-win/ |access-date=1 July 2023 |website=Autoweek}} and he went on to score one more top ten finish at Nashville in his final five races of 2021 to finish 22nd overall with 158 points.

In July 2021 he signed a contract extension with MSR to drive for the whole of the 2022 season – his first full-time season for five years.{{cite web|last=Pryson|first=Mike|title=Helio Castroneves Gets Full-Season IndyCar Ride for 2022|url=https://www.autoweek.com/racing/indycar/a37105817/helio-castroneves-gets-full-season-indycar-ride-for-2022/|work=Autoweek|date=22 July 2021|access-date=23 July 2021|archive-date=23 July 2021|archive-url=https://web.archive.org/web/20210723003537/https://www.autoweek.com/racing/indycar/a37105817/helio-castroneves-gets-full-season-indycar-ride-for-2022/|url-status=live}} Castroneves achieved a season-best result of seventh at the Indianapolis 500 and scored two other top-ten finishes at Long Beach and Mid-Ohio in placing 18th overall with 263 points accumulated, which was his least successful full-time IndyCar season in his career and he did not finish on the podium over a whole year for the first time in his career.{{Cite web |last=Ryan |first=Nate |date=7 February 2023 |title=IndyCar Preseason, Day 2: Helio Castroneves addresses racing future, says 2023 is 'huge' |url=https://motorsports.nbcsports.com/2023/02/07/indycar-preseason-helio-castroneves-future-meyer-shank-racing-tom-blomqvist-will-liz-power-josef-newgarden-conor-daly-scott-dixon-jimmie-johson/ |url-status=dead |archive-url=https://web.archive.org/web/20230207200709/https://motorsports.nbcsports.com/2023/02/07/indycar-preseason-helio-castroneves-future-meyer-shank-racing-tom-blomqvist-will-liz-power-josef-newgarden-conor-daly-scott-dixon-jimmie-johson/ |archive-date=7 February 2023 |access-date=1 July 2023 |publisher=NBC Sports}} In August 2022, he signed a one-year contract extension to remain at MSR for the 2023 championship.{{Cite news |last=Fryer |first=Jenna |date=19 August 2022 |title=Castroneves signs extension for one more full IndyCar season |work=Yahoo! News |agency=Associated Press |url=https://uk.style.yahoo.com/castroneves-signs-extension-one-more-184829476.html?guccounter=1 |access-date=12 September 2022}} During the season, Castroneves finished in the top ten once at Texas, the season's second round, and scored 217 points for 18th in the championship standings.

Castroneves stopped full-time IndyCar racing at the start of the 2024 season, having become a minority partner in MSR's ownership group and a driver coach. He was replaced by IMSA driver Tom Blomqvist but was set to continue to compete in just the Indianapolis 500 in MSR's third car.{{cite news|last=Brown|first=Nathan|title=Helio Castroneves stepping back from full-time IndyCar racing, joins Meyer Shank Racing ownership group|url=https://eu.indystar.com/story/sports/motor/2023/08/11/indycar-helio-castroneves-last-full-time-season-indy-500-ride-tom-blomqvist-meyer-shank-racing/70546902007/|work=The Indianapolis Star|date=11 August 2023|access-date=31 August 2023}}{{cite web|last=Barnes|first=Joey|title=Castroneves on adapting to coaching role: "I still feel I should be driving"|url=https://www.motorsport.com/indycar/news/castroneves-/10536969/|publisher=Motorsport.com|date=23 October 2023|access-date=25 January 2024}} Castroneves qualified and finished the Indianapolis 500 in 20th. He replaced Blomqvist in the No. 66 car for the Chevrolet Detroit Grand Prix and the following XPEL Grand Prix at Road America after Blomqvist under performed relative to teammate Rosenqvist.{{cite news|last=Bode|first=Josh|title=Helio Castroneves to race in place of Tom Blomqvist for next two races|url=https://www.wishtv.com/sports/motorsports/helio-castroneves-to-race-in-place-of-tom-blomqvist-for-next-two-races/|publisher=WISH-TV|date=29 May 2024|access-date=30 May 2024}}
{{cite web|last=Ryan|first=Nate|title=Helio Castroneves will replace Tom Blomqvist for IndyCar races in Detroit, Road America|url=https://www.nbcsports.com/motor-sports/news/helio-castroneves-replaces-tom-blomqvist-indycar-detroit-road-america-meyer-shank-racing-imsa|publisher=NBC Sports|date=29 May 2024|access-date=30 May 2024}} Castroneves finished 25th in Detroit and 19th at Road America.

Castroneves made his endurance racing debut in the 2006 Mil Milhas Brasil, winning after 374 laps in a shared GTP1-class Aston Martin DBR9 with Nelson Piquet, Nelson Piquet Jr., and Christophe Bouchut.{{Cite news|date=22 January 2006|title=Equipe de Piquet vence Mil Milhas de Interlagos|trans-title=Piquet team wins Thousand Miles of Interlagos|url=https://noticias.uol.com.br/ultnot/2006/01/22/ult1777u39685.jhtm|url-status=live|archive-url=https://web.archive.org/web/20200701211637/https://noticias.uol.com.br/ultnot/2006/01/22/ult1777u39685.jhtm|archive-date=1 July 2020|access-date=1 July 2020|publisher=UOL Notícias|agency=EFE|language=pt}} He entered at the 2007 24 Hours of Daytona (part of the Rolex Sports Car Series), sharing Michael Shank Racing's No. 60 Riley Daytona Prototype (DP) car with Hornish, Oswaldo Negri Jr. and Mark Patterson and finishing ninth. Two months later, Castroneves drove the No. 7 Penske Porsche RS Spyder Evo car with Timo Bernhard and Romain Dumas in the Le Mans Prototype 2 (LMP2) category of the 12 Hours of Sebring (part of the American Le Mans Series),{{Cite web |date=18 March 2007 |title=Sebring: Porsche Motorsport race report |url=https://www.motorsport.com/alms/news/sebring-hour-11-standings-2007-03-19/246008/ |url-status=dead |archive-url=https://web.archive.org/web/20200701073354/https://www.motorsport.com/alms/news/sebring-hour-11-standings-2007-03-19/246008/ |archive-date=1 July 2020 |access-date=30 June 2020 |publisher=Motorsport.com}} finishing third in class and fifth overall.{{Cite web|title=Complete Archive of Helio Castroneves|url=https://www.racingsportscars.com/driver/archive/Helio-Castroneves-USA.html|url-status=live|archive-url=https://web.archive.org/web/20200630014129/https://www.racingsportscars.com/driver/archive/Helio-Castroneves-USA.html|archive-date=30 June 2020|access-date=29 June 2020|publisher=Racing Sports Cars}} He returned to the Rolex Sports Car Series to share the No. 9 Penske-Taylor Racing Riley DP car with Ryan Briscoe and Kurt Busch in the 2008 24 Hours of Daytona.{{Cite web|date=24 January 2008|title=World's best flock to Daytona for 24-Hour|url=https://www.motorsport.com/grandam/news/world-s-best-flock-to-daytona-for-24-hour/278091/|url-status=live|archive-url=https://web.archive.org/web/20200630151901/https://www.motorsport.com/grandam/news/world-s-best-flock-to-daytona-for-24-hour/278091/|archive-date=30 June 2020|access-date=30 June 2020|publisher=Motorsport.com}} finishing 13th after starting third. For the 2008 Petit Le Mans and the following 2008 Monterey Sports Car Championships Castroneves shared Penske's No. 5 Porsche RS Spyder Evo car with Briscoe,{{Cite web|title=Helio Castroneves – 2008 American Le Mans Series Results|url=https://www.racing-reference.info/drivdet/castrhe01/2008/LM|url-status=live|archive-url=https://web.archive.org/web/20200703101517/https://www.racing-reference.info/drivdet/castrhe01/2008/LM|archive-date=3 July 2020|access-date=30 June 2020|publisher=Racing-Reference}} winning the LMP2 category at Petit Le Mans.{{Cite news|date=5 October 2008|title=Free on bail and racing, Castroneves shares win|work=The Modesto Bee|agency=Associated Press|url=https://www.modbee.com/sports/nascar-auto-racing/article3114623.html|url-status=live|access-date=30 June 2020|archive-url=https://web.archive.org/web/20200701170302/https://www.modbee.com/sports/nascar-auto-racing/article3114623.html|archive-date=1 July 2020}}

In 2016, Roger Penske asked Castroneves if he wanted a full time sports car career. Although Castroneves wanted to remain in IndyCar,{{Cite news|last=Ayello|first=Jim|date=15 December 2019|title=Insider: Helio Castroneves wants to drive an Indy car, so why is he leaving the circuit?|work=The Indianapolis Star|url=https://eu.indystar.com/story/sports/motor/2017/10/04/insider-helio-castroneves-wants-drive-indy-car-so-why-he-leaving-circuit/732757001/|access-date=28 June 2020|archive-date=5 September 2021|archive-url=https://web.archive.org/web/20210905055612/https://www.indystar.com/story/sports/motor/2017/10/04/insider-helio-castroneves-wants-drive-indy-car-so-why-he-leaving-circuit/732757001/|url-status=live}} he solicited advice from Indianapolis 500 winner Rick Mears because he had doubts about staying at Penske. Mears told Castroneves to remain at Penske because of Roger Penske's personality. Talks with several teams came close to employment but Castroneves decided to remain with Penske out of loyalty.{{Cite web|last=Ryan|first=Nate|date=21 January 2019|title=Podcast: Helio Castroneves on the advice that kept him at Team Penske|url=https://motorsports.nbcsports.com/2019/01/21/podcast-helio-castroneves-on-the-advice-that-kept-him-at-team-penske/|url-status=live|archive-url=https://web.archive.org/web/20190122032942/https://motorsports.nbcsports.com/2019/01/21/podcast-helio-castroneves-on-the-advice-that-kept-him-at-team-penske/|archive-date=22 January 2019|access-date=30 June 2020|publisher=NBC Sports}} To prepare for the 2018 IMSA SportsCar Championship in an Acura ARX-05 car in the Daytona Prototype International (DPi) category, he drove the final race of the 2017 season, the Petit Le Mans.{{Cite web|last=Malsher|first=David|date=28 September 2017|title=Montoya, Castroneves, Pagenaud to race Penske Oreca at Petit Le Mans|url=https://www.motorsport.com/imsa/news/montoya-castroneves-pagenaud-to-race-penske-oreca-at-petit-le-mans-958817/|url-status=dead|archive-url=https://web.archive.org/web/20171005064853/https://www.motorsport.com/imsa/news/montoya-castroneves-pagenaud-to-race-penske-oreca-at-petit-le-mans-958817/|archive-date=5 October 2017|access-date=30 June 2020|publisher=Motorsport.com}} Teamed with Montoya and Simon Pagenaud, he qualified the No. 6 Oreca 07-Gibson LMP2 car on pole position,{{Cite web|last=Kilshaw|first=Jake|date=6 October 2017|title=Castroneves, Penske on Petit Le Mans Pole|url=http://sportscar365.com/imsa/iwsc/castroneves-penske-on-pole-in-sports-car-return/|url-status=live|archive-url=https://web.archive.org/web/20171007115952/http://sportscar365.com/imsa/iwsc/castroneves-penske-on-pole-in-sports-car-return/|archive-date=7 October 2017|access-date=30 June 2020|publisher=SportsCar365}} finishing the race third after a collision with Matteo Cressoni's Ferrari.{{Cite web|last=Lavigne|first=Kyle|date=7 October 2017|title=Castroneves involved in early incident at Petit Le Mans|url=http://motorsports.nbcsports.com/2017/10/07/castroneves-involved-in-early-incident-at-petit-le-mans/|url-status=live|archive-url=https://web.archive.org/web/20171009201810/http://motorsports.nbcsports.com/2017/10/07/castroneves-involved-in-early-incident-at-petit-le-mans/|archive-date=9 October 2017|access-date=30 June 2020|publisher=NBC Sports}}

File:Acura ARX-05 n°7 - 2018 12 Hours of Sebring.jpg car of Castroneves, Graham Rahal and Ricky Taylor in the 2018 12 Hours of Sebring.]]

He formally joined Penske's 2018 IMSA program in October 2017.{{cite web|last=Goodwin|first=Graham|title=Castroneves Confirmed in Full-Time Penske Team Acura Seat|url=http://www.dailysportscar.com/2017/10/04/castroneves-confirmed-in-full-time-penske-team-acura-seat.html|publisher=DailySportsCar|date=4 October 2017|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702000424/http://www.dailysportscar.com/2017/10/04/castroneves-confirmed-in-full-time-penske-team-acura-seat.html|archive-date=2 July 2020}} Castroneves was joined by Ricky Taylor for the entire season, and by Graham Rahal for the 24 Hours of Daytona, the 12 Hours of Sebring and Petit Le Mans. He referenced his teammates Dane Cameron and Montoya,{{cite web|last=Jacobs|first=Caleb|title=Castroneves and Montoya Adjusting to Full-Time IMSA Prototype Duty|url=https://www.thedrive.com/start-finish/15874/castroneves-and-montoya-adjusting-to-full-time-imsa-prototype-duty|publisher=The Drive|date=11 November 2017|access-date=3 July 2020|archive-url=https://web.archive.org/web/20171209105039/http://www.thedrive.com/start-finish/15874/castroneves-and-montoya-adjusting-to-full-time-imsa-prototype-duty|archive-date=9 December 2017|url-status=live}} and communicated constantly with his race engineer and Taylor.{{cite web|last=Pruett|first=Marshall|title=Castroneves embracing new challenges in IMSA|url=https://racer.com/2018/03/14/castroneves-embracing-new-challenges-in-imsa/|work=Racer|date=14 March 2018|access-date=3 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703200433/https://racer.com/2018/03/14/castroneves-embracing-new-challenges-in-imsa/|archive-date=3 July 2020}} Their car started second for the Daytona race, and finished ninth, after Castroneves and Action Express Racing's Felipe Nasr collided in the 16th hour.{{cite web|last=O'Malley|first=J. J.|title=Rolex 24 Hour 16: Another setback for Penske|url=http://www.racer.com/imsa/item/147050-rolex-24-hour-16-another-setback-for-penske|website=Racer|date=28 January 2018|access-date=13 June 2018|archive-url=https://web.archive.org/web/20180128163656/http://www.racer.com/imsa/item/147050-rolex-24-hour-16-another-setback-for-penske|archive-date=28 January 2018|url-status=dead}} After starting third at Sebring, he retired after six hours with a loss of oil pressure.{{cite web|title=Acura Shows Speed at Sebring|url=https://hpd.honda.com/Articles/Acura-Motorsports/Acura-Shows-Speed-at-Sebring|publisher=Honda Performance Development|date=18 March 2018|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200701154530/https://hpd.honda.com/Articles/Acura-Motorsports/Acura-Shows-Speed-at-Sebring|archive-date=1 July 2020}} In the Sports Car Challenge of Mid-Ohio at Mid-Ohio he and Taylor led 87 laps from pole for his first series victory.{{cite web|title=Castroneves, Taylor Deliver First Acura DPi Win in 1–2 Acura Team Penske Sweep at Acura Sports Car Challenge|url=https://www.imsa.com/news/2018/05/06/castroneves-taylor-deliver-first-acura-dpi-win-in-1-2-acura-team-penske-sweep-at-acura-sports-car-challenge/|publisher=International Motor Sports Association|date=6 May 2018|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200701124430/https://www.imsa.com/news/2018/05/06/castroneves-taylor-deliver-first-acura-dpi-win-in-1-2-acura-team-penske-sweep-at-acura-sports-car-challenge/|archive-date=1 July 2020}} The final six races saw him achieve four top tens and finish second in the Chevrolet Sports Car Classic at Detroit. Castroneves was seventh in the Prototype drivers' standings with 243 points and was third in the North American Endurance Cup.{{cite web|title=WeatherTech SportsCar Championship: Helio Castroneves|url=https://www.imsa.com/drivers/helio-castroneves/|publisher=International Motor Sports Association|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703140957/https://www.imsa.com/drivers/helio-castroneves/|archive-date=3 July 2020}}

For the 2019 season, he remained at Penske in the new DPi class. He again partnered Taylor in the No. 7 car, joined by Rossi at the 24 Hours of Daytona and 12 Hours of Sebring and Rahal in the season-ending Petit Le Mans. Castroneves and his co-drivers finished the rain-shortened Daytona season-opener third from starting second.{{cite web|title=IMSA WeatherTech SportsCar Championship Race Report|url=https://www.teampenske.com/news/index.cfm/a/693/53833/IMSA_WeatherTech%20SportsCar%20Championship%20Race%20Report|publisher=Team Penske|date=28 January 2019|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702215138/https://www.teampenske.com/news/index.cfm/a/693/53833/IMSA_WeatherTech%20SportsCar%20Championship%20Race%20Report|archive-date=2 July 2020}} A fourth place at Sebring and a second in the following BUBBA Burger Sports Car Grand Prix at Long Beach moved him and Taylor to a season-high second in the DPi standings.{{cite news|title=2019 BUBBA Burger Sports Car Grand Prix|url=https://www.autoweek.com/racing/more-racing/a2134316/helio-castroneves-kick-crazy-month-imsas-acura-sports-car-challenge-mid-ohio/|work=Autoweek|agency=IMSA Wire Service|date=30 April 2019|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702013159/https://www.autoweek.com/racing/more-racing/a2134316/helio-castroneves-kick-crazy-month-imsas-acura-sports-car-challenge-mid-ohio/|archive-date=2 July 2020}} The rest of the season saw Castroneves and Taylor achieve two third places in the Chevrolet Sports Car Classic and the Petit Le Mans and a second place in the Monterey Grand Prix at Laguna Seca. With 284 points, he finished third in the DPi standings and was joint fifth with Oliver Jarvis and Tristan Nunez of Mazda Team Joest in the North American Endurance Cup.

File:Acura Team Penske's Acura ARX-05 at the 2020 Road Race Showcase at Road America (cropped).jpg, the first of four wins during the 2020 season.]]

Castroneves remained at Penske's IMSA program in 2020. He was again teamed with Taylor in the No. 7 vehicle, with Rossi joining them for the endurance races.{{cite web|last=Lloyd|first=Daniel|title=Acura Team Penske Confirms 2020 Driver Lineup|url=https://sportscar365.com/imsa/iwsc/acura-team-penske-confirms-2020-driver-lineup/|publisher=SportsCar365|date=5 November 2019|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200502190000/https://sportscar365.com/imsa/iwsc/acura-team-penske-confirms-2020-driver-lineup/|archive-date=2 May 2020}} Castroneves' team was comprised in the fourth hour of the season-opening 24 Hours of Daytona following a collision with Harry Tincknell restricting them to finishing 22 laps down in eighth.{{cite web|title=What to Watch For: NBCSN Replaying Final Hour of 2020 Rolex 24 At Daytona This Weekend|url=https://www.imsa.com/news/2020/04/09/what-to-watch-for-nbcsn-replaying-final-hour-of-2020-rolex-24-at-daytona-this-weekend/|publisher=International Motor Sports Association|date=9 April 2020|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200701171027/https://www.imsa.com/news/2020/04/09/what-to-watch-for-nbcsn-replaying-final-hour-of-2020-rolex-24-at-daytona-this-weekend/|archive-date=1 July 2020}} He won consecutive races in the rain-affected Road Race Showcase at Road America from pole position,{{cite web|last=Malsher-Lopez|first=David|title=IMSA Road America: Castroneves, Taylor win in torrential rain|url=https://www.motorsport.com/imsa/news/castroneves-taylor-win-torrential-rain/4848703/|publisher=Motorsport.com|date=2 August 2020|access-date=2 August 2020|archive-date=30 September 2020|archive-url=https://web.archive.org/web/20200930040241/https://www.motorsport.com/imsa/news/castroneves-taylor-win-torrential-rain/4848703/|url-status=live}} the Grand Prix of Road Atlanta,{{cite web|title=Castroneves & Taylor Overcome Penalties at Road Atlanta|url=https://speedsport.com/sports-cars/imsa/weathertech-championship/castroneves-taylor-overcome-penalties-at-road-atlanta/|work=Speed Sport|date=5 September 2020|access-date=9 September 2020|archive-date=25 October 2020|archive-url=https://web.archive.org/web/20201025020224/https://speedsport.com/sports-cars/imsa/weathertech-championship/castroneves-taylor-overcome-penalties-at-road-atlanta/|url-status=live}} and the Sports Car Challenge at Mid-Ohio.{{Cite web|last=Oreovicz|first=John|date=27 September 2020|title=Double-Triple for Acura Team Penske, Castroneves and Taylor at Mid-Ohio|url=https://www.imsa.com/news/2020/09/27/double-triple-for-acura-team-penske-castroneves-and-taylor-at-mid-ohio/|access-date=30 September 2020|publisher=International Motor Sports Association|archive-date=13 October 2020|archive-url=https://web.archive.org/web/20201013135049/https://www.imsa.com/news/2020/09/27/double-triple-for-acura-team-penske-castroneves-and-taylor-at-mid-ohio/|url-status=live}} Castroneves and Taylor won the championship at the season-ending 12 Hours of Sebring, his first in auto racing, by one point over Briscoe and Renger van der Zande.{{Cite web|last=Dagys|first=John|date=15 November 2020|title=Castroneves, Taylor "Never Gave Up" in "Roller Coaster" Day|url=https://sportscar365.com/imsa/iwsc/castroneves-taylor-never-gave-up-in-roller-coaster-day/|access-date=15 November 2020|publisher=SportsCar365|archive-date=15 November 2020|archive-url=https://web.archive.org/web/20201115060603/https://sportscar365.com/imsa/iwsc/castroneves-taylor-never-gave-up-in-roller-coaster-day/|url-status=live}}

In the 2021 IMSA SportsCar Championship, he won the 2021 24 Hours of Daytona as an endurance driver, sharing the No. 10 Wayne Taylor Racing Acura ARX-05 car with Filipe Albuquerque, Rossi and Taylor.{{cite web|last=Kelly|first=Paul|title=Rossi, Castroneves Add Rolex 24 Win To Career Honors in Nail-Biting Finish at Daytona|url=https://www.indycar.com/News/2021/01/01-31-Rolex24-Recap|publisher=IndyCar Series|date=31 January 2021|access-date=1 February 2021|archive-date=31 January 2021|archive-url=https://web.archive.org/web/20210131235239/https://www.indycar.com/News/2021/01/01-31-Rolex24-Recap|url-status=live}} Castroneves replaced Olivier Pla in the No. 60 MSR Acura ARX-05 DPi car he shared with Montoya and Cameron at the season-ending Petit Le Mans.{{Cite news|last=Goodwin|first=Graham|date=22 October 2021|title=Castroneves To Join MSR Acura Line-up For Petit Le Mans|publisher=DailySportsCar|url=https://www.dailysportscar.com/2021/10/22/castroneves-to-join-msr-acura-line-up-for-petit-le-mans.html|access-date=16 November 2021|archive-date=20 November 2021|archive-url=https://web.archive.org/web/20211120210713/https://www.dailysportscar.com/2021/10/22/castroneves-to-join-msr-acura-line-up-for-petit-le-mans.html|url-status=live}} He shared MSR's No. 60 Acura ARX-05 entry for the Endurance Cup races of the 2022 IMSA season alongside full-season racers Tom Blomqvist and Jarvis as he returned to competing in IndyCar full-time.{{cite web|title=Castroneves Confirmed as MSR's Endurance Cup Driver|url=https://sportscar365.com/imsa/iwsc/castroneves-confirmed-as-msrs-endurance-driver/|publisher=SportsCar365|date=18 November 2021|access-date=19 November 2021|archive-date=20 November 2021|archive-url=https://web.archive.org/web/20211120210740/https://sportscar365.com/imsa/iwsc/castroneves-confirmed-as-msrs-endurance-driver/|url-status=live}} Castroneves fended off Taylor in the final laps of the 2022 24 Hours of Daytona to win the event for the second year in succession.{{Cite web|last=Ryan|first=Nate|date=30 January 2022|title=2022 Rolex 24 results: Helio Castroneves wins again for MSR; Pato O'Ward, Colton Herta win|url=https://motorsports.nbcsports.com/2022/01/30/2022-rolex-24-results-helio-castroneves-wins-pato-oward-colton-herta-mike-shank-racing-indycar-indy-500/|access-date=30 January 2022|publisher=NBC Sports|archive-date=30 January 2022|archive-url=https://web.archive.org/web/20220130185430/https://motorsports.nbcsports.com/2022/01/30/2022-rolex-24-results-helio-castroneves-wins-pato-oward-colton-herta-mike-shank-racing-indycar-indy-500/|url-status=live}} Although he was set to enter both the 12 Hours of Sebring and the IndyCar round at Texas that were held on the same weekend, he later withdrew from the Sebring race due to logistical complications and he was replaced by Stoffel Vandoorne.{{cite web|last=Dagys|first=John|title=Vandoorne Replaces Castroneves in MSR Acura for Sebring|url=https://sportscar365.com/imsa/iwsc/vandoorne-replaces-castroneves-in-msr-acura-for-sebring/|publisher=SportsCar365|date=24 February 2022|access-date=25 February 2022|archive-date=25 February 2022|archive-url=https://web.archive.org/web/20220225025930/https://sportscar365.com/imsa/iwsc/vandoorne-replaces-castroneves-in-msr-acura-for-sebring/|url-status=live}} Castroneves went on to win the season-ending Petit Le Mans alongside Blomqvist and Jarvis.{{cite web|last=Sampson|first=Matthew|title=Chaotic final 2 hours sees Blomqvist, Jarvis & Castroneves win Petit Le Mans|url=https://www.velocitynews.co.nz/chaotic-final-2-hours-sees-blomqvist-jarvis-castroneves-win-petit-le-mans/|publisher=Velocity News|date=3 October 2022|access-date=30 January 2023}}

At the 2023 24 Hours of Daytona, Castroneves achieved his third consecutive victory in the race, sharing the No. 60 MSR Acura ARX-06 LMDh entry with Blomqvist, Colin Braun and Pagenaud as an endurance driver in the GTP category.{{cite web|last=Kelly|first=Paul|title=More History for Helio with Third Straight Rolex 24 Victory|url=https://www.indycar.com/news/2023/01/01-29-rolex24-follow|publisher=IndyCar Series|date=29 January 2023|access-date=30 January 2023}}{{cite web|last=Dagys|first=John|title=Castroneves, Pagenaud Confirmed for MSR Return|url=https://sportscar365.com/imsa/iwsc/castroneves-pagenaud-confirmed-at-msr-for-2023/|publisher=SportsCar365|date=25 October 2022|access-date=30 January 2023}} He then finished sixth at the 12 Hours of Sebring following a left-rear wheel suspension failure.{{Cite news |date=19 March 2023 |title=Acura Teams Fight to the Finish at Sebring |publisher=Acura |url=https://acuranews.com/en-US/releases/release-19e37853b1d887d71033433657003481-acura-teams-fight-to-the-finish-at-sebring |access-date=1 July 2023}} Castroneves, Blomqvist and Braun won the season-ending Petit Le Mans after overcoming a collision with a slower GT car that necessitated a toe-link replacement.{{cite web|last=Kelly|first=Paul|title=Blomqvist, Helio Help MSR Bid Farewell with Petit Le Mans win|url=https://www.indycar.com/news/2023/10/10-16-msr-petit|publisher=IndyCar Series|date=16 October 2023|access-date=16 November 2023}} MSR left IMSA following the race primarily due to IMSA deciding that the team manipulated tyre data pressure at Daytona, so Castroneves did not compete at the 2024 24 Hours of Daytona.{{cite web|last=Barnes|first=Joey|title=Castroneves "disappointed" to not chase fourth consecutive Daytona 24 win|url=https://www.autosport.com/imsa/news/castroneves-disappointed-to-not-chase-fourth-consecutive-daytona-24-win/10568882/|work=Autosport|date=24 January 2024|access-date=25 January 2024}}{{cite news|last=Fryer|first=Jenna|title=Two-time defending Rolex 24 winner Meyer Shank Racing watching race from afar after cheating scandal|url=https://apnews.com/article/imsa-rolex-24-daytona-shank-8357caa9ee5bef40b5e3bbcc08f11899|work=Associated Press News|date=19 January 2024|access-date=25 January 2024}}

File:Helio Castroneves IROC Car.jpg car]]

Castroneves was invited to compete in the International Race of Champions in 2002, 2003, 2004, and 2005. Driving a Pontiac Firebird Trans Am, his best in the series was eighth with two podium finishes in 2002. In the 2010 V8 Supercar Championship Series, Castroneves joined James Rosenberg Racing in its No. 47 Ford FG Falcon as Tim Slade's international co-driver for the Gold Coast 600 double header. He visited the team's factory for a seat fitting as preparation.{{cite web|title=Helio: I want to be top 'IndyCar' V8 driver|url=https://www.speedcafe.com/2010/10/19/helio-i-want-to-be-top-indycar-driver/|publisher=Speedcafe|date=19 October 2010|access-date=1 July 2020|archive-url=https://archive.today/20200701183915/https://www.speedcafe.com/2010/10/19/helio-i-want-to-be-top-indycar-driver/|archive-date=1 July 2020|url-status=live}} Castroneves and Slade finished outside the top ten in both races.{{cite web|last=Clark|first=Laine|title=Briscoe battles grief in sharp V8 test session|url=http://www.stuff.co.nz/sport/motorsport/5819197/Briscoe-battles-grief-in-sharp-V8-test-session|publisher=Stuff.co.nz|date=20 October 2011|access-date=1 July 2020|archive-url=https://web.archive.org/web/20111021083835/http://www.stuff.co.nz/sport/motorsport/5819197/Briscoe-battles-grief-in-sharp-V8-test-session|archive-date=21 October 2011|url-status=live}} The following year, he again joined Slade at James Rosenberg at the Gold Coast 600 race of the 2011 International V8 Supercars Championship.{{cite news|last=Grant|first=Robert|title=Indy champ signs for V8 race|url=https://www.smh.com.au/sport/indy-champ-signs-for-v8-race-20110726-1hy08.html|work=The Sydney Morning Herald|date=26 July 2011|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702103223/https://www.smh.com.au/sport/indy-champ-signs-for-v8-race-20110726-1hy08.html|archive-date=2 July 2020}} The duo finished the first race 12th and 10th in the second.

In late 2012, Castroneves joined Shell Racing in the season-ending Stock Car Brasil race, the Stock Car Corrida do Milhão, after a sponsor invited him to enter with Roger Penske's support.{{cite web|last=Martins|first=Victor|title=Castroneves se junta a Barrichello e Kanaan e completa trio brasileiro da Indy na Corrida do Milhão|trans-title=Castroneves joins Barrichello and Kanaan and completes Brazilian Indy trio at Corrida do Milhão|url=https://www.grandepremio.com.br/stock-car/noticias/castroneves-se-junta-a-barrichello-e-kanaan-e-completa-trio-brasileiro-da-indy-na-corrida-do-milhao/|publisher=Grande Premio|language=pt|date=9 November 2012|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702210128/https://www.grandepremio.com.br/stock-car/noticias/castroneves-se-junta-a-barrichello-e-kanaan-e-completa-trio-brasileiro-da-indy-na-corrida-do-milhao/|archive-date=2 July 2020}} He placed 14th in a Peugeot 408. Castroneves was signed as a guest driver for Shell Racing in the seventh round of the 2013 Stock Car Brasil at Ribeirão Preto Street Circuit;{{cite news|title=Helio Castroneves é novidade na etapa de Ribeirão Preto da Stock Car|trans-title=Helio Castroneves is new to the Ribeirão Preto stage of the Stock Car|url=https://oglobo.globo.com/esportes/helio-castroneves-novidade-na-etapa-de-ribeirao-preto-da-stock-car-7481261|work=O Globo|language=pt|date=7 August 2013|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703033904/https://oglobo.globo.com/esportes/helio-castroneves-novidade-na-etapa-de-ribeirao-preto-da-stock-car-7481261|archive-date=3 July 2020}} doctors ordered his withdrawal due to sustaining bruised ribs, neck sprain and a deep shin cut in a practice accident.{{cite news|last=Cavin|first=Curt|title=Helio Castroneves, recovering after crash in Brazil, said barrier was too close to track|url=https://www.indystar.com/story/sports/motor/irl/1/01/01/helio-castroneves-recovering-after-crash-in-brazil-said-barrier-was-too-close-to-track/2648737/|work=The Indianapolis Star|date=13 August 2013|access-date=1 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702024122/https://www.indystar.com/story/sports/motor/irl/1/01/01/helio-castroneves-recovering-after-crash-in-brazil-said-barrier-was-too-close-to-track/2648737/|archive-date=2 July 2020}}
{{cite web|title=Helio Castroneves thought of NASCAR's Tony Stewart before nasty crash in Brazil|url=http://www.autoweek.com/article/20130823/INDYCAR/130829897|work=Autoweek|date=22 August 2013|access-date=1 July 2020|archive-url=https://web.archive.org/web/20130824010219/http://www.autoweek.com/article/20130823/indycar/130829897|archive-date=24 August 2013|url-status=dead}}

In the 2017 off-season, he paired with Gabriel Glusman at the Latin America team in the 2017 Race of Champions Nations Cup,{{Cite web|title=Helio Castroneves|url=https://www.raceofchampions.com/drivers/helio-castroneves/|url-status=live|archive-url=https://web.archive.org/web/20200623191312/https://www.raceofchampions.com/drivers/helio-castroneves/|archive-date=23 June 2020|access-date=29 June 2020|publisher=Race of Champions}} being eliminated at the group stages.{{cite web|last=Weaver|first=Matt|title=Sebastian Vettel, Germany win seventh Race of Champions Nation's Cup|url=https://www.autoweek.com/racing/a1813131/sebastian-vettel-germany-win-seventh-race-champions-nations-cup/|work=Autoweek|date=22 January 2017|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703170752/https://www.autoweek.com/racing/a1813131/sebastian-vettel-germany-win-seventh-race-champions-nations-cup/|archive-date=3 July 2020}} He returned with the same team for the 2018 Race of Champions Nations Cup, this time with Montoya, finishing runner-up to Team Germany's Bernhard and René Rast.{{cite web|title=Montoya posts pair of Race of Champions Runner-up Finishes, One With Castroneves|url=http://www.indycar.com/News/2018/02/02-03-Race-of-Champions-recap|publisher=IndyCar Series|date=3 February 2018|access-date=2 July 2020|archive-url=https://web.archive.org/web/20180207133836/http://www.indycar.com/News/2018/02/02-03-Race-of-Champions-recap|archive-date=7 February 2018|url-status=live}} At the 2019 Race of Champions, Castroneves joined Formula E champion Lucas di Grassi at Team Brazil,{{cite web|last=Errington|first=Tom|title=Castroneves and di Grassi pair up for Brazil Race of Champions entry|url=https://www.autosport.com/other/news/140616/castroneves-di-grassi-to-race-for-brazil-at-roc|work=Autosport|date=11 December 2018|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702092552/https://www.autosport.com/other/news/140616/castroneves-di-grassi-to-race-for-brazil-at-roc|archive-date=2 July 2020}} being knocked out of the semi-finals of the Nations Cup by Team Germany's Mick Schumacher and Sebastian Vettel.{{cite web|title=Team Nordic takes Nations Cup at Race of Champions in Mexico|url=https://www.autoweek.com/racing/more-racing/a1714991/team-nordic-takes-nations-cup-race-champions-mexico/|work=Autoweek|date=19 January 2019|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200704144028/https://www.autoweek.com/racing/more-racing/a1714991/team-nordic-takes-nations-cup-race-champions-mexico/|archive-date=4 July 2020}} He competed in the Superstar Racing Experience in 2021,{{Cite web|last=Mayer|first=Matthew|date=19 August 2020|title=Helio Castroneves, three-time Indy 500 winner, to join SRX series|url=https://www.cbssports.com/general/news/helio-castroneves-three-time-indy-500-winner-to-join-srx-series/|access-date=30 August 2020|work=CBS Sports|archive-date=20 November 2021|archive-url=https://web.archive.org/web/20211120210824/https://www.cbssports.com/mlb/news/derek-jeter-says-carlos-correas-gold-glove-award-criticism-doesnt-even-warrant-a-response/|url-status=live}} finishing fifth in the points standings with six top-ten finishes.

For the 2022 Race of Champions, Castroneves competed in the individual competition and for Team Latin America in the Nations Cup alongside rally driver Benito Guerra Jr.{{cite web|last=Horrall|first=Zach|title=Castroneves Joins International ROC Lineup|url=https://www.indycar.com/news/2021/12/12-23-castroneves-roc|publisher=IndyCar Series|date=23 December 2021|access-date=25 December 2021|archive-date=25 December 2021|archive-url=https://web.archive.org/web/20211225075706/https://www.indycar.com/news/2021/12/12-23-castroneves-roc|url-status=live}} He was eliminated in the first round of both events.{{cite web|title=Loeb Beats Vettel to Win Individual ROC; Team Norway takes Nations Cup|url=https://formularapida.net/loeb-beats-vettel-to-win-individual-roc-team-norway-takes-nations-cup/|publisher=FormulaRapida|date=6 February 2022|access-date=25 February 2022|archive-date=6 February 2022|archive-url=https://web.archive.org/web/20220206193831/https://formularapida.net/loeb-beats-vettel-to-win-individual-roc-team-norway-takes-nations-cup/|url-status=live}} Castroneves made his NASCAR Cup Series debut at the 2025 Daytona 500, joining Trackhouse Racing's Project91 programme and driving the team's No. 91 Chevrolet ZL1,{{Cite web |last=Kim |first=Andrew |date=6 January 2025 |title=Hélio Castroneves joins Trackhouse Racing for first NASCAR & Daytona 500 bid in 2025 |url=https://speedwaymedia.com/2025/01/06/helio-castroneves-joins-trackhouse-racing-for-first-nascar-daytona-500-bid-in-2025/ |access-date=7 January 2025 |publisher=SpeedwayMedia}} finishing 39th after being involved in a seven-car accident.{{Cite news |last=Pearce |first=Al |date=16 February 2025 |title=The Daytona 500 Didn't Need Four-Time Daytona 500 Winner Helio Castroneves |url=https://www.autoweek.com/racing/nascar/a63812481/castroneves-out-early-daytona-500-did-anybody-care/ |access-date=17 February 2025 |work=Autoweek}} He raced for Pinnacle Racing Group in its No. 82 Chevrolet SS in the season-opening Daytona ARCA 200 race (part of the ARCA Menards Series) as preparation for the Daytona 500.{{Cite magazine |last=Srigley |first=Joseph |date=8 January 2025 |title=ARCA: Hélio Castroneves to Drive Pinnacle Racing Group No. 82 at Daytona |url=https://www.si.com/onsi/racing-america/news/arca-helio-castroneves-to-drive-pinnacle-racing-group-no-82-at-daytona-01jh3dx00q1e |access-date=10 January 2025 |magazine=Sports Illustrated}} Castroneves finished the race in fifth place.{{Cite web |last=Beaver |first=Victoria |date=15 February 2025 |title=Helio Castroneves Wishes He Experienced ARCA Earlier in Preparation for First Daytona 500 |url=https://www.roadandtrack.com/news/a63806109/helio-castroneves-wishes-experienced-arca-early-preparation-daytona-500/ |access-date=17 February 2025 |website=Road & Track}}

Castroneves was encouraged by Apolo Ohno, an Olympic speed skater, to participate on dance program Dancing with the Stars in 2007.{{cite news|last1=Soshnick|first1=Scott|last2=Novy-Williams|first2=Eben|title=Indy 500 Champion Only Gets Recognized for 'Dancing With Stars'|url=https://www.bloomberg.com/news/articles/2019-05-23/indy-500-champion-only-gets-recognized-for-dancing-with-stars|work=Bloomberg|date=23 May 2019|access-date=24 June 2020|url-status=live|archive-url=https://web.archive.org/web/20190603092620/https://www.bloomberg.com/news/articles/2019-05-23/indy-500-champion-only-gets-recognized-for-dancing-with-stars|archive-date=3 June 2019}} He was accepted onto its fifth season by the casting director and producers, who watched a video of him and his teammate's Hornish driving styles in different locations.{{efn|Castroneves was certain of an early elimination that he made preparations for a 15-day run.}} He was paired with professional dancer Julianne Hough, with whom he built a rapport due to their similar personalities. He prepared by watching episodes of the fourth season and instruction videos.{{efn|He prepared for each dance by practicing for up to eight hours per day.}}{{sfn|Castroneves|Matteo|2010|pp=173–178}} The couple lasted until the finals, which they won with a higher percentage of the public vote than singer Mel B.{{cite news|last=Kearney|first=Christine|editor1-last=Allen|editor1-first=Vicki|title=Brazilian race car driver wins "Dancing with the Stars"|url=https://www.reuters.com/article/people-danceshow-dc-idUSN2855294120071129|work=Reuters|date=29 November 2007|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702153739/https://www.reuters.com/article/people-danceshow-dc-idUSN2855294120071129|archive-date=2 July 2020}} When he won Dancing with the Stars Castroneves appeared on The Oprah Winfrey Show in February 2008.{{cite web|title=The Oprah Winfrey Show: Oprah Presents 'Dancing with the Stars' Champions|url=https://www.tvguide.com/tvshows/the-oprah-winfrey-show/episode-7535362/100340/|work=TV Guide|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702152341/https://www.tvguide.com/tvshows/the-oprah-winfrey-show/episode-7535362/100340/|archive-date=2 July 2020}} From 2007 to 2010, he was a correspondent on Dancing with the Stars for Entertainment Tonight.{{cite web|last=Brunt|first=Cliff|title=Castroneves slows down, focuses on racing|url=https://oklahoman.com/article/3247968/castroneves-slows-down-focuses-on-racing|work=The Oklahoman|agency=Associated Press|date=25 May 2008|access-date=3 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703102411/https://oklahoman.com/article/3247968/castroneves-slows-down-focuses-on-racing|archive-date=3 July 2020}}{{cite news|last=Rothschild|first=Sarah|title=Spotlight on IRL star|url=https://www.chicagotribune.com/news/ct-xpm-2008-03-30-0803290236-story.html|work=Chicago Tribune|date=30 March 2008|access-date=3 July 2020|archive-date=20 November 2021|archive-url=https://web.archive.org/web/20211120210735/https://www.chicagotribune.com/|url-status=live}}{{cite web|title=Castroneves to Be Featured on "Entertainment Tonight"|url=https://www.teampenske.com/news/index.cfm/i/469/40334/Castroneves_to_Be_Featured_on_%22Entertainment_Tonight%22|publisher=Team Penske|date=1 November 2010|access-date=3 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703094211/https://www.teampenske.com/news/index.cfm/i/469/40334/Castroneves_to_Be_Featured_on_%22Entertainment_Tonight%22|archive-date=3 July 2020}}

In 2010, he collaborated with writer Marissa Matteo on his autobiography, Victory Road: The Ride of My Life.{{cite web|title=Feschuk: Bumpy road smooths out for Castroneves|url=http://www.wheels.ca/news/feschuk-bumpy-road-smooths-out-for-castroneves/|publisher=Wheels.ca|date=17 July 2015|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200704045314/https://www.wheels.ca/news/feschuk-bumpy-road-smooths-out-for-castroneves/|archive-date=4 July 2020}} Castroneves was inspired to write the book to convey his negative emotions in his tax evasion trial and how he dealt with them.{{cite journal|last=Vaz|first=Sacha|title=Interview: Helio Castroneves: Three time champion of the Indianapolis 500|url=https://issuu.com/brazilianwave/docs/brazilianwave36|journal=Brazilian Wave|date=August–September 2011|number=39|page=4|via=Issuu|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20150203043617/http://issuu.com/brazilianwave/docs/brazilianwave36|archive-date=3 February 2015}} He was selected to be a judge on Miss Universe 2011, a beauty pageant held that September in São Paulo.{{cite web|last=Wallace|first=Judith|title=Judging The 2011 Miss Universe Pageant With Helio Castroneves|url=https://premierguidemiami.com/judging-the-2011-miss-universe-pageant-with-helio-castroneves/|publisher=Premier Guide Miami|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200702152339/https://premierguidemiami.com/judging-the-2011-miss-universe-pageant-with-helio-castroneves/|archive-date=2 July 2020}} In 2012 Castroneves appeared on Dancing with the Stars' 15th season and was partnered with Chelsie Hightower. The couple were eliminated in the competition's third week.{{cite news|last=Chan|first=Anna|title='Dancing With the Stars' eliminates two former champions|url=https://www.today.com/popculture/dancing-stars-eliminates-two-former-champions-1C6373188|publisher=Today|date=10 October 2012|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703055033/https://www.today.com/popculture/dancing-stars-eliminates-two-former-champions-1C6373188|archive-date=3 July 2020}} Castroneves appeared on the 17 December 2012 edition of The Jeff Probst Show,{{cite web|title=Helio Castroneves races host of 'The Jeff Probst Show.' Watch who won|url=http://www.indycar.com/News/2012/12-December/12-18-Castroneves-races-host|publisher=IndyCar Series|date=18 December 2012|access-date=2 July 2020|archive-url=https://web.archive.org/web/20130211125105/http://www.indycar.com/News/2012/12-December/12-18-Castroneves-races-host|archive-date=11 February 2013|url-status=live}} and featured on an episode of Celebrity Wife Swap's third season in 2014.{{cite web|last=Lewandowski|first=Dave|title=Catch Helio Castroneves on ABC's 'Celebrity Wife Swap' at 10 p.m. (ET) today|url=http://www.indycar.com/News/2014/05/5-27-Castroneves-featured--on-ABC-show|publisher=IndyCar Series|date=29 May 2014|access-date=2 July 2020|archive-url=https://web.archive.org/web/20140529035826/http://www.indycar.com/News/2014/05/5-27-Castroneves-featured--on-ABC-show|archive-date=29 May 2014|url-status=live}} In 2016, he was chosen to take part on American Ninja Warrior,{{cite web|title=Notes: Castroneves takes on 'American Ninja Warrior' Obstacle Course|url=http://www.indycar.com/News/2016/04/04-28-Notes-ANW-Foyt-unveiling|publisher=IndyCar Series|date=28 April 2016|access-date=3 July 2020|archive-url=https://web.archive.org/web/20160501175208/http://www.indycar.com/News/2016/04/04-28-Notes-ANW-Foyt-unveiling|archive-date=1 May 2016|url-status=live}} and teamed up with IndyCar drivers Conor Daly, James Hinchcliffe, Tony Kanaan and Will Power on Celebrity Family Feud that same year.{{cite news|title=IndyCar drivers to appear on 'Celebrity Family Feud'|url=https://www.indystar.com/story/sports/motor/2016/07/30/indycar-drivers-compete-celebrity-family-feud/87834974/|work=The Indianapolis Star|date=30 July 2016|access-date=2 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703010414/https://www.indystar.com/story/sports/motor/2016/07/30/indycar-drivers-compete-celebrity-family-feud/87834974/|archive-date=3 July 2020}}

File:Helio-fenceclimb-crop.jpg]]

Castroneves is one of IndyCar's most popular drivers;{{sfn|Hollar|2010|pp=76–77}} Dave Caldwell of The New York Times noted Castroneves' personality transcends IndyCar through his achievements and media attention outside it. J.J. O'Malley of Auto Racing Digest wrote that Castroneves received some coverage for "his charisma and personality", adding, "The driver seems to permanently wear a smile, and he's not afraid to show his emotions." After 2007, he became more recognized for winning Dancing with the Stars than his sporting achievements. A merchandise sales tallying company attributed Castroneves' popularity outside racing for increasing IndyCar attendances by 68 percent in 2008.{{efn|Increased television and press coverage focused on Castroneves during the 2008 pre-season testing period.{{Cite web|last=Noble|first=Jonathan|date=7 December 2007|title=Grapevine: Castroneves returns to his day job|url=https://www.autosport.com/indycar/news/64308/castroneves-returns-to-his-day-job|url-status=live|archive-url=https://web.archive.org/web/20200704135724/https://www.autosport.com/indycar/news/64308/castroneves-returns-to-his-day-job|archive-date=4 July 2020|access-date=27 June 2020|website=Autosport}}}} Of his IndyCar Series legacy, NBC Sports' Tony DiZinno said, "With four championship runners-up in 2002, 2008, 2013 and 2014, Castroneves is your equivalent Dan Marino, Buffalo Bills or Mark Martin of IndyCar. He'll forever be acknowledged as one of the best, but perhaps known more as the driver who never quite won a title".{{cite web|last=DiZinno|first=Tony|title=DiZinno: Appreciating Helio, once again, for possibly the last time|url=https://motorsports.nbcsports.com/2017/09/12/dizinno-appreciating-helio-once-again-for-possibly-the-last-time/|publisher=NBC Sports|date=12 September 2017|access-date=3 July 2020|archive-url=https://web.archive.org/web/20170914095326/http://motorsports.nbcsports.com/2017/09/12/dizinno-appreciating-helio-once-again-for-possibly-the-last-time/|archive-date=14 September 2017|url-status=live}}

After winning a race, Castroneves celebrated by stopping his car, and climbing the catchfence to send a message of delight in achieving success. He began the tradition with his first CART victory in Detroit in 2000 and repeated it each time he won a race. After this celebration, John Kernan, host of RPM 2Night, first gave Castroneves the nickname "Spider-Man",{{Cite web|last=Martin|first=Bruce|title=Castroneves the original fence-climbing trail blazer|url=https://www.espn.com/racing/news/story?series=1&id=2999390|publisher=ESPN|date=31 August 2007|access-date=3 July 2020|archive-url=https://web.archive.org/web/20070906011121/http://sports.espn.go.com/rpm/news/story?series=1&id=2999390|archive-date=6 September 2007|url-status=live}} and has been mimicked by other drivers in the following years.

His photogenic looks have been picked up the press, Including People,{{cite journal|title=Helio Castroneves: Sexiest Race Car Driver|url=https://people.com/archive/helio-castroneves-sexiest-race-car-driver-vol-56-no-22/|journal=People|volume=56|issue=22|date=26 November 2001|access-date=24 June 2020|url-status=live|archive-url=https://web.archive.org/web/20200626103420/https://people.com/archive/helio-castroneves-sexiest-race-car-driver-vol-56-no-22/|archive-date=26 June 2020}} ESPN The Magazine, and Cosmopolitan. Castroneves has done business with oil companies Pennzoil, Shell,{{cite news|last=Graves|first=Gary|title=Castroneves now product pitchman after Indy, DWTS titles|url=https://usatoday30.usatoday.com/sports/motor/indycar/2011-06-07-helio-castroneves_n.htm|work=USA Today|date=6 June 2011|access-date=3 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200703170255/https://usatoday30.usatoday.com/sports/motor/indycar/2011-06-07-helio-castroneves_n.htm|archive-date=3 July 2020}} and electronics company SMS Audio.{{cite web|last=Connolly|first=Eoin|title=Castroneves signs with 50 Cent ahead of Indy 500|url=http://www.sportspromedia.com/news/castroneves_signs_with_50_cent_ahead_of_indy_500|work=SportsPro|date=22 May 2014|access-date=3 July 2020|archive-url=https://web.archive.org/web/20150306103843/http://www.sportspromedia.com/news/castroneves_signs_with_50_cent_ahead_of_indy_500|archive-date=6 March 2015|url-status=live}}

In December 2004, he had an audience with Pope John Paul II and spoke to a congress on how Catholicism impacted his life and racing career.{{cite web|title=Castroneves meets Pope for support|url=https://www.crash.net/indycar/news/21243/1/castroneves-meets-pope-for-support|publisher=Crash|date=22 December 2004|access-date=3 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200705031332/https://www.crash.net/indycar/news/21243/1/castroneves-meets-pope-for-support|archive-date=5 July 2020}}

Castroneves was part of the National Motorsports Coalition that spoke about spectators returning to race tracks and his season to the Congressional Motorsports Caucus in June 2021.{{Cite web|date=28 June 2021|title=Castroneves Promotes Racing's Economic Engine to Congress|url=https://www.indycar.com/news/2021/06/06-28-helio-congress|url-status=live|access-date=10 July 2021|publisher=IndyCar Series|archive-date=10 July 2021|archive-url=https://web.archive.org/web/20210710124241/https://www.indycar.com/news/2021/06/06-28-helio-congress}} He won the 2001 Indianapolis 500 Rookie of the Year and the 2004 Scott Brayton Award for "displaying the character that best exemplifies the racing spirit of the late Scott Brayton."{{cite web|title=Helio Castroneves|url=https://www.teampenske.com/drivers/index.cfm/2462/Helio_Castroneves|publisher=Team Penske|access-date=4 July 2020|url-status=live|archive-url=https://web.archive.org/web/20200523215819/https://www.teampenske.com/drivers/index.cfm/2462/Helio_Castroneves|archive-date=23 May 2020}}

Castroneves was inducted into the Indy Lights Hall of Fame in 2014 as a 1997 graduate,{{cite web|title=Mazda Road to Indy Hall of Fame Inductees|url=http://www.indylights.com/about/hall-of-fame|publisher=Indy Lights|access-date=3 July 2020|archive-url=https://web.archive.org/web/20141022001144/http://www.indylights.com/about/hall-of-fame|archive-date=22 October 2014|url-status=live}} the Long Beach Motorsports Walk of Fame and the Texas Motorsports Hall of Fame in 2018,{{cite web|last=Bonkowski|first=Jerry|title=Helio Castroneves, Carl Edwards inducted into Texas Motorsports Hall of Fame|url=https://motorsports.nbcsports.com/2018/11/04/helio-castroneves-carl-edwards-inducted-into-texas-motorsports-hall-of-fame/|publisher=NBC Sports|date=4 November 2018|access-date=3 July 2020|archive-url=https://web.archive.org/web/20181105023415/https://motorsports.nbcsports.com/2018/11/04/helio-castroneves-carl-edwards-inducted-into-texas-motorsports-hall-of-fame/|archive-date=5 November 2018|url-status=live}}{{Cite news|last=Ramirez|first=Stephen|date=12 April 2018|title=Castroneves and Montoya inducted into Long Beach's Walk of Fame|work=Press-Telegram|url=https://www.presstelegram.com/castroneves-and-montoya-inducted-into-long-beachs-walk-of-fame|url-status=live|access-date=19 February 2021|archive-date=1 June 2021|archive-url=https://archive.today/20210601184835/https://www.presstelegram.com/2018/04/12/castroneves-and-montoya-inducted-into-long-beachs-walk-of-fame/}} the Team Penske Hall of Fame in December 2020,{{cite web|title=Castroneves Enters Team Penske Hall of Fame|url=https://speedsport.com/indy/indycar-series/castroneves-enters-team-penske-hall-of-fame/|work=Speed Sport|date=11 December 2020|access-date=12 December 2020|archive-date=12 December 2020|archive-url=https://web.archive.org/web/20201212002501/https://speedsport.com/indy/indycar-series/castroneves-enters-team-penske-hall-of-fame/|url-status=live}} and the Motorsports Hall of Fame of America as part of the class of 2022.{{Cite news|last=Brown|first=Nathan|date=13 August 2021|title=Helio Castroneves elected to Motorsports Hall of Fame of America|work=The Indianapolis Star|url=https://eu.indystar.com/story/sports/motor/2021/08/13/indycar-helio-castroneves-elected-motorsports-hall-fame/8121401002/|access-date=4 September 2021}}

(key) (Races in bold indicate pole position) (small number denotes finishing position)

(key) (Races in bold indicate pole position) (small number denotes finishing position)

(key) (Races in bold indicate pole position) (small number denotes finishing position)

* Season still in progress.

• ¹ Run on same day{{Cite web |last=Eubanks |first=Michael |date=20 April 2020 |title=April 20 in Motorsports History: Danica's groundbreaking victory |url=https://motorsports.nbcsports.com/2020/04/20/danica-patrick-motegi-will-power-long-beach-indycar-champ-car-april-20-in-motorsports-history/ |access-date=16 March 2023 |publisher=NBC Sports |archive-date=28 September 2022 |archive-url=https://web.archive.org/web/20220928124547/https://motorsports.nbcsports.com/2020/04/20/danica-patrick-motegi-will-power-long-beach-indycar-champ-car-april-20-in-motorsports-history/ |url-status=live }}
• ² The 2011 IZOD IndyCar World Championship was abandoned after Dan Wheldon died from injuries sustained in a 15-car crash on lap 11.{{cite news|last=Marshall|first=John|title=Indianapolis 500 winner Dan Wheldon dies after Las Vegas wreck|url=https://lasvegassun.com/news/2011/oct/16/wheldon-hurt-huge-crash-vegas/|work=Las Vegas Sun|agency=Associated Press|date=16 October 2011|access-date=16 March 2023|archive-date=7 October 2022|archive-url=https://web.archive.org/web/20221007035420/https://lasvegassun.com/news/2011/oct/16/wheldon-hurt-huge-crash-vegas/|url-status=live}}

File:HelioCastronevesPractice2007Indy500.jpg.]]

(key) (Bold – Pole position awarded by qualifying time. Italics – Pole position earned by points standings or practice time. * – Most laps led.)

+ Not Eligible for points

† Ineligible for championship points.

(key) (Bold – Pole position. * – Most laps led.)

(key) * – Most laps led. ¹ – Heat 1 winner. ² – Heat 2 winner.

{{sup|*}} Season still in progress

• {{cite book|editor-last=Johnson|editor-first=Paul|title=Indy Review 2001|chapter=Helio Castroneves|url=https://archive.org/details/isbn_9780760313206|year=2002|volume=11|publisher=MBI Publishing Company|location=St. Paul, Minnesota|isbn=0-7603-1320-2|via=Internet Archive|url-access=registration}}
• {{cite book|editor1-last=L. Porter|editor1-first=David|last=L. Evers|first=John|chapter=Helio Castroneves (May 10, 1975–)|title=Latino and African American Athletes Today: A Biographical Dictionary|url=https://archive.org/details/latinoathletesat00ianc|year=2004|isbn=978-0-313-32048-4|publisher=Greenwood Press|location=Westport, Connecticut|ref={{sfnRef|Porter|L. Evers|2004}}}}
• {{cite book|last=C. Friedman|first=Ian|chapter=Castroneves, Hélio (1975 –) auto racer|title=Latino Athletes|url=https://archive.org/details/latinoathletesat00ianc|year=2007|isbn=978-0-8160-6384-0|publisher=Facts on File|location=New York City, New York}}
• {{cite book|last1=Hummel|first1=Alan|title=Penske Racing Team: 40 Years of Excellence|url=https://archive.org/details/isbn_9781583881958|publisher=Enthusiast Books|location=Pepin, Wisconsin|year=2007|isbn=978-1-58388-195-8|via=Internet Archive|url-access=registration}}
• {{cite book|last1=Hollar|first1=Sherman|editor1-last=Jacobs Sparks|editor1-first=Karen|editor2-last=C. Shepherd|editor2-first=Melinda|title=Britannica Book of the Year 2010|chapter=Castroneves, Hélio|chapter-url=https://books.google.com/books?id=QeKbAAAAQBAJ&q=Castroneves+Helio&pg=PA76|publisher=Encyclopedia Britannica, Inc.|location=Chicago, United States|year=2010|isbn=978-1-61535-366-8}}
• {{cite book|last1=Castroneves|first1=Hélio|last2=Matteo|first2=Marissa|title=Victory Road: The Ride of My Life|url=https://archive.org/details/victoryroadrideo00heli|publisher=Penguin Publishing Group|location=London, England|year=2010|isbn=978-0-451-22737-9|via=Internet Archive|url-access=registration}}

{{notelist}}

{{reflist}}

{{commons}}

• {{official website|http://www.heliocastroneves.com}}
• {{Racing-Reference driver|Helio_Castroneves}}
• [https://web.archive.org/web/20130326002237/http://www.indycar.com/Series/Izod-IndyCar-Series/Helio-Castroneves IndyCar Driver Page]

{{S-start}}

{{S-sports}}

{{Succession box|before=Juan Pablo Montoya|title=Indianapolis 500
Winner|years=2001–2002|after=Gil de Ferran}}

{{Succession box|before=Scott Dixon|title=Indianapolis 500
Winner|years=2009|after=Dario Franchitti}}

{{succession box|title=IMSA SportsCar Championship
Champion| before = Juan Pablo Montoya
Dane Cameron | with=Ricky Taylor|after = Pipo Derani
Felipe Nasr | years = 2020}}

{{Succession box|before=Takuma Sato|title=Indianapolis 500
Winner|years=2021|after=Marcus Ericsson}}

{{s-ach}}

{{Succession box|title=Indianapolis 500 Rookie of the Year|years=2001|before=Juan Pablo Montoya|after=Alex Barron
Tomas Scheckter}}

{{Succession box|title=Scott Brayton Award|before=Buddy Lazier|after=Kenny Bräck|years=2004}}

{{succession box | title=Dancing with the Stars (US) winners | before=Apolo Anton Ohno & Julianne Hough|with=Julianne Hough|years=Season 5|after= Kristi Yamaguchi and Mark Ballas}}

{{S-end}}

{{IndyCar Series}}

{{Meyer Shank Racing}}

{{Trackhouse Racing}}

{{Pinnacle Racing Group}}

{{Arrow McLaren}}

{{Team Penske}}

{{Hogan Racing}}

{{HVM Racing}}

{{Indy 500 winners}}

{{24 Hours of Daytona winners}}

{{Dancing with the Stars (United States)}}

{{Superstar Racing Experience}}

{{Authority control}}

{{DEFAULTSORT:Castroneves, Helio}}

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