Jimmy Rollins

Rollins grew up in Alameda as a member of an athletic family.{{cite journal|last=Keown|first=Tim|title=Ready to Roll|journal=ESPN The Magazine|date=February 26, 2007|volume=9|issue=5|url=https://www.espn.com/espn/magazine/archives/news/story?page=magazine-20060227-article25|access-date=April 6, 2014|publisher=ESPN|archive-date=April 7, 2014|archive-url=https://web.archive.org/web/20140407094044/http://sports.espn.go.com/espn/magazine/archives/news/story?page=magazine-20060227-article25|url-status=live}} His mother played competitive fastpitch softball, and he credits the experience with helping him develop a cerebral approach to the game, as well as a passion for the middle infield. His father was a wrestler and weightlifter.{{cite news|last=Ford|first=Bob|title=Small package, big skills Jimmy Rollins: Big talent in a small package Jimmy Rollins stopped growing at 5-foot-8. His talent kept blossoming.|url=http://articles.philly.com/2002-07-07/sports/25356944_1_young-boy-small-package-leagues|access-date=April 6, 2014|newspaper=The Philadelphia Inquirer|date=July 7, 2002|archive-url=https://web.archive.org/web/20130521024654/http://articles.philly.com/2002-07-07/sports/25356944_1_young-boy-small-package-leagues|archive-date=May 21, 2013}} Rollins has been described as having "a near-photographic memory of games and at-bats and pitches".{{cite web|url=https://www.espn.com/espnmag/story?id=3704460|title=Ready To Roll|last=Keown|first=Tim|date=February 27, 2006|publisher=ESPN|access-date=June 17, 2009|archive-date=November 3, 2012|archive-url=https://web.archive.org/web/20121103214219/http://sports.espn.go.com/espnmag/story?id=3704460|url-status=live}} Rollins' brother, Antwon, played with minor league affiliates of the Texas Rangers.{{cite web|url=http://www.thebaseballcube.com/players/R/Antwon-Rollins.shtml |title=Antwon Rollins Statistics |publisher=Baseball Cube |access-date=August 6, 2008 |url-status=dead |archive-url=https://web.archive.org/web/20080725090733/http://www.thebaseballcube.com/players/R/Antwon-Rollins.shtml |archive-date=July 25, 2008 }} His sister, Shay Rollins, was a starter on the University of San Francisco's women's basketball team,{{cite news|last1=FitzGerald|first1=Tony|title=Phillies have a big fan at guard for USF|url=http://www.sfgate.com/sports/article/Phillies-have-a-big-fan-at-guard-for-USF-Shay-3188228.php|access-date=August 28, 2014|work=San Francisco Chronicle|date=October 26, 2008|archive-date=September 3, 2014|archive-url=https://web.archive.org/web/20140903150906/http://www.sfgate.com/sports/article/Phillies-have-a-big-fan-at-guard-for-USF-Shay-3188228.php|url-status=live}} and he is the cousin of former MLB player Tony Tarasco. Despite the athletes in his family, his father encouraged Rollins to pursue music as well as baseball. Rollins played the trumpet while growing up, and participated in various MC Hammer and Mavis Staples music videos during his adolescent years. Rollins was an Oakland Athletics fan growing up and regularly attended games at Oakland–Alameda County Coliseum.{{cite news|last1=Baggarly|first1=Andrew|title=Newest Giant Jimmy Rollins: 'I couldn't stand these colors growing up'|url=http://www.mercurynews.com/2017/02/15/newest-giant-jimmy-rollins-i-couldnt-stand-these-colors-growing-up/|access-date=November 29, 2017|work=The Mercury News|date=February 15, 2017|archive-date=December 1, 2017|archive-url=https://web.archive.org/web/20171201043546/http://www.mercurynews.com/2017/02/15/newest-giant-jimmy-rollins-i-couldnt-stand-these-colors-growing-up/|url-status=live}}

In 1996, Rollins graduated from Encinal High School in Alameda. His parents refused to let him continue playing football, instead directing him to focus on baseball. He finished his high school baseball career as the holder of 10 school records, including highest batting average (.484), and most stolen bases (99). For his performance, USA Today named him a member of its All-USA High School Baseball Team, and Baseball America named him the top infielder in Northern California, as well as a second-team All-American.{{cite book|title=2014 Philadelphia Phillies Media Guide|date=March 2014|publisher=The Phillies|location=Philadelphia|pages=149–55|editor=Clark, Bonnie}} The American Baseball Coaches Association and Rawlings also named Rollins to their All-America Second Team.{{cite web|title=1996 ABCA/Rawlings High School All-America Teams|url=http://abca.prestosports.com/awards/all-americans/High_School/1996|website=abca.prestosports.com|access-date=January 22, 2018|language=en|archive-url=https://web.archive.org/web/20180827005345/http://abca.prestosports.com/awards/all-americans/High_School/1996|archive-date=August 27, 2018|url-status=dead}} He committed to play college baseball at Arizona State University on a scholarship, but after "effusive" praise from Phillies' Bay Area scout Bob Poole, the team drafted him in the second round of the 1996 Major League Baseball draft.

After being drafted by the Phillies in the second round of the 1996 draft, Rollins was assigned to the rookie-league Martinsville Phillies. He led the team in walks and stole 20 bases, but batted only .238/.351/.285.{{cite web|url=http://minors.baseball-reference.com/teams.cgi?yid=1996&lid=APP&tid=MAR|title=1996 Martinsville Phillies Statistics|work=Baseball-Reference.com|access-date=August 6, 2008|url-status=dead|archive-url=https://web.archive.org/web/20071118092218/http://minors.baseball-reference.com/teams.cgi?yid=1996&lid=APP&tid=MAR|archive-date=November 18, 2007}}

However, Rollins still earned a promotion to the low-A Piedmont Boll Weevils for the 1997 season. The youngest player on the team at age 18, he led the team in games played, at-bats, runs (94; 5th in the league), hits (151; 4th), triples (8; tied for 4th), stolen bases (46; 5th), and walks.{{cite web|url=https://www.baseball-reference.com/register/leader.cgi?type=bat&id=9e8dd58b|title=1997 South Atlantic League Batting Leaders|publisher=Sports Reference LLC|work=baseball-reference.com|access-date=April 7, 2019|archive-date=April 22, 2019|archive-url=https://web.archive.org/web/20190422100556/https://www.baseball-reference.com/register/leader.cgi?id=9e8dd58b&type=bat|url-status=live}}{{cite web|url=http://minors.baseball-reference.com/teams.cgi?yid=1997&lid=SAL&tid=PDT|title=1997 Piedmont Boll Weevils Statistics|work=Baseball-Reference.com|access-date=August 6, 2008|url-status=dead|archive-url=https://web.archive.org/web/20080523102224/http://minors.baseball-reference.com/teams.cgi?yid=1997&lid=SAL&tid=PDT|archive-date=May 23, 2008}} Rollins batted .270/.330/.370 and had 560 at-bats, over 100 more than second-place Dave Francia. For his performance, he was named a co-winner of the Paul Owens Award, given to the Phillies' top minor league player. At the end of the season, Rollins played in the Florida Instructional League.

Rollins was promoted to high-A Clearwater in 1998. While playing alongside future Phillies teammates Pat Burrell, Johnny Estrada, Adam Eaton, and Brandon Duckworth, Rollins batted .244/.306/.354 with 18 doubles and 23 stolen bases; once again, he was the youngest player on the team.{{cite web|url=http://minors.baseball-reference.com/teams.cgi?yid=1998&lid=FSL&tid=CLW|title=1998 Clearwater Phillies Statistics|publisher=Baseball Reference|access-date=August 6, 2008|url-status=dead|archive-url=https://web.archive.org/web/20070913234459/http://minors.baseball-reference.com/teams.cgi?yid=1998&lid=FSL&tid=CLW|archive-date=September 13, 2007}} Eaton, Burrell, and Rollins were all promoted to AA Reading together the next year, and Rollins led the team in games and at-bats, as well as hits. His 145 hits gave him an average of .273,{{cite web|url=http://minors.baseball-reference.com/teams.cgi?yid=1999&lid=EAS&tid=REA|title=1999 Reading Phillies Statistics|publisher=Baseball Reference|access-date=August 6, 2008|url-status=dead|archive-url=https://web.archive.org/web/20071017015056/http://minors.baseball-reference.com/teams.cgi?yid=1999&lid=EAS&tid=REA|archive-date=October 17, 2007}} and led to a late-season promotion to Scranton/Wilkes-Barre, where he played four games.{{cite web|url=http://minors.baseball-reference.com/players.cgi?pid=12578|title=Jimmy Rollins Statistics (Minor Leagues)|publisher=Baseball Reference|access-date=August 6, 2008|url-status=dead|archive-url=https://web.archive.org/web/20080801095653/http://minors.baseball-reference.com/players.cgi?pid=12578|archive-date=August 1, 2008}} In 2000, he led Scranton in games played, doubles, and triples, and helped lead the team to the playoffs.{{cite web|url=http://minors.baseball-reference.com/teams.cgi?yid=2000&lid=INT&tid=SWB|title=2000 Scranton/Wilkes-Barre Red Barons Statistics|publisher=Baseball Reference|access-date=August 6, 2008|url-status=dead|archive-url=https://web.archive.org/web/20071016074506/http://minors.baseball-reference.com/teams.cgi?yid=2000&lid=INT&tid=SWB|archive-date=October 16, 2007}}

Rollins received a September call-up to the Phillies. He debuted on September 17 Wearing #29 against the Florida Marlins and had two hits in four at-bats in the game, with his first MLB hit being a triple off of Chuck Smith of the Marlins.{{cite web|url=https://www.baseball-reference.com/boxes/PHI/PHI200009170.shtml|title=September 17, 2000 Florida Marlins at Philadelphia Phillies play-by-play and gamelog|work=Baseball Reference|access-date=January 3, 2015|archive-date=March 24, 2015|archive-url=https://web.archive.org/web/20150324034134/http://www.baseball-reference.com/boxes/PHI/PHI200009170.shtml|url-status=live}} He batted .321 in 14 games, stealing three bases and batting in five runs. After the season, Baseball America named him the Phillies' top organizational prospect. He was a finalist for the United States national baseball team to participate in the 2000 Olympics.

Rollins switched uniform numbers from 29 to what would be his permanent uniform number 11, despite wearing number 6 for the 2003 season only. Rollins spent the entire 2001 season with the major league Phillies and hit his first MLB home run on May 2 off of Brian Bohanon of the Colorado Rockies.{{cite web|url=https://www.baseball-reference.com/boxes/PHI/PHI200105020.shtml|title=May 2, 2001 Colorado Rockies at Philadelphia Phillies play-by-play and gamelog|work=Baseball Reference|access-date=January 3, 2014|archive-date=April 12, 2014|archive-url=https://web.archive.org/web/20140412114215/http://www.baseball-reference.com/boxes/PHI/PHI200105020.shtml|url-status=live}} In his rookie season Rollins led the National League in triples and stolen bases, becoming the first rookie to do so since 1951, and led the NL in at bats. He was a member of the NL all-star team in the 2001 Major League Baseball All-Star Game, the Phillies only representative.{{cite web|url=https://www.espn.com/mlb/allstargame/history/results/_/year/2001|title=2001 MLB All-Star Game|work=ESPN.com|access-date=January 3, 2014|archive-date=January 15, 2014|archive-url=https://web.archive.org/web/20140115231328/http://espn.go.com/mlb/allstargame/history/results/_/year/2001|url-status=live}} In July, he took over from Doug Glanville as the Phillies' leadoff hitter, a role he maintained for nearly a decade.{{cite web|last=Raanan|first=Jordan|title=Jimmy Rollins not in leadoff spot for Phillies on Opening Day|url=http://www.nj.com/phillies/index.ssf/2013/04/jimmy_rollins_not_in_leadoff_s.html|work=NJ.com|publisher=New Jersey On-Line|access-date=April 24, 2014|date=April 1, 2013|archive-date=April 24, 2014|archive-url=https://web.archive.org/web/20140424234428/http://www.nj.com/phillies/index.ssf/2013/04/jimmy_rollins_not_in_leadoff_s.html|url-status=live}} At the conclusion of the season, the Negro Leagues Baseball Museum named him the co-winner of the Cool Papa Bell Award, given to the stolen bases leader; MLB managers voted him to the Topps Major League Rookie All-Star team; and Baseball America named him the fifth-best rookie in MLB.

Image:Baseball jimmy rollins 2004.jpg

Entering the 2002 season, despite his youth, Rollins sought to be a leader in the Phillies' clubhouse; an article in The Philadelphia Inquirer said, "Rollins, even at just 23 years old, may now have the clout needed to be a stern voice that makes a difference in the clubhouse and on the field."{{cite news|last=Brookover|first=Bob|title=Jimmy Rollins wants to play leading role|url=http://www.highbeam.com/doc/1G1-120554984.html|archive-url=https://web.archive.org/web/20140611124520/http://www.highbeam.com/doc/1G1-120554984.html|url-status=dead|archive-date=June 11, 2014|access-date=April 24, 2014|newspaper=The Philadelphia Inquirer|date=February 19, 2002}} Rollins' season was characterized by a strong first half, and a "sophomore jinx" at the plate that plagued him in the second half of the season.{{cite news|last=Chevalier|first=Jack|title=Sophomore jinx plagues Jimmy Rollins|url=http://www.highbeam.com/doc/1P1-79638907.html|archive-url=https://web.archive.org/web/20140611124523/http://www.highbeam.com/doc/1P1-79638907.html|url-status=dead|archive-date=June 11, 2014|access-date=April 24, 2014|newspaper=The Philadelphia Tribune|date=August 6, 2002 }} For his performance in the early months of the season, he earned his second consecutive selection to the MLB All-Star game, in doing so becoming the first Phillie and first MLB shortstop ever to reach the game in each of his first two seasons. After the all-star game, however, he struggled at the plate, striking out frequently and chasing many high pitches that were out of the strike zone. Ultimately, Rollins finished the season among the NL leaders in defensive statistics – he compiled a .980 fielding percentage (second in NL), 695 total chances (third in NL), 504 assists (fourth in NL), and 226 putouts (fifth in NL). Meanwhile, offensively, he regressed from his 2001 campaign, batting .245/.306/.380 with 11 home runs, but still leading the NL with 10 triples; he stole 31 bases, 15 fewer than he did in 2001. After the season, he participated in the Major League Baseball Japan All-Star Series.

Prior to the 2003 season, he worked with Tony Gwynn on skills at the plate, predominantly using the whole field and being more of a "slap hitter".{{cite news|last=Brookover|first=Bob|title=Bowa challenges Rollins to get slaphappy in 2003|url=http://articles.philly.com/2002-09-29/sports/25362841_1_big-bat-jimmy-rollins-higher-on-base-percentage|access-date=April 25, 2014|newspaper=The Philadelphia Inquirer|date=September 29, 2002|archive-date=April 3, 2016|archive-url=https://web.archive.org/web/20160403115735/http://articles.philly.com/2002-09-29/sports/25362841_1_big-bat-jimmy-rollins-higher-on-base-percentage|url-status=dead}} However, he began the season slowly, sustaining a hamstring injury in spring training that hindered his progress,{{cite news|last=Gross|first=Mike|title=After quiet home opener, Phillies' bats make noise|url=http://www.highbeam.com/doc/1P2-9177237.html|archive-url=https://web.archive.org/web/20140611130141/http://www.highbeam.com/doc/1P2-9177237.html|url-status=dead|archive-date=June 11, 2014|access-date=April 25, 2014|newspaper=Lancaster Newspapers|date=April 6, 2003 }} and ultimately struggling at the plate early in the season, causing manager Larry Bowa to drop him in the lineup.{{cite news|last=Bostrom|first=Don|title=Rollins' education continues to grow|url=https://www.mcall.com/2003/06/19/rollins-education-continues-to-grow-the-phillies-shortstop-talks-with-former-negro-league-players/|access-date=April 25, 2014|newspaper=The Morning Call|date=June 19, 2003|location=Allentown, Pennsylvania|archive-date=April 27, 2014|archive-url=https://web.archive.org/web/20140427010251/http://articles.mcall.com/2003-06-19/sports/3465828_1_jimmy-rollins-fielding-manager-larry-bowa|url-status=live}} Throughout the season, he sought to maintain the focus that he admitted to having lost the previous season,{{cite news|last=Young|first=Jeff|title=Searching for himself, after lost season; Rollins, just a .245 hitter in 2002, seeks to regain his past form|url=http://www.highbeam.com/doc/1P2-9174537.html|archive-url=https://web.archive.org/web/20140611130147/http://www.highbeam.com/doc/1P2-9174537.html|url-status=dead|archive-date=June 11, 2014|access-date=April 25, 2014|newspaper=Lancaster Newspapers|date=April 5, 2003}} and he eventually rebounded to post a "respectable" stat line – a .263/.320/.387 with eight home runs and 62 RBIs, though he stole what at the time was a career-low 20 bases.{{cite web|last=Stewart|first=Mark|title=Jimmy Rollins Biography|url=http://www.jockbio.com/Bios/Rollins/Rollins_bio.html|work=JockBio|publisher=Black Book Partners|access-date=April 25, 2014|archive-date=June 18, 2014|archive-url=https://web.archive.org/web/20140618124356/http://www.jockbio.com/Bios/Rollins/Rollins_bio.html|url-status=live}} Among his season highlights were a game-winning RBI against John Smoltz in June, and stealing his 100th career base in September, both of which occurred in games against the Atlanta Braves.

On January 15, Rollins signed a $2.4 million contract with the Phillies to avoid salary arbitration.{{cite news|title=Rollins signed for $2.4 million|url=http://www.highbeam.com/doc/1P1-91950329.html|archive-url=https://web.archive.org/web/20140611124535/http://www.highbeam.com/doc/1P1-91950329.html|url-status=dead|archive-date=June 11, 2014|access-date=April 25, 2014|newspaper=The Philadelphia Tribune|date=January 20, 2004}} According to one biography of Rollins,

{{blockquote|In 2004, Jimmy finally became the player the Phillies had been waiting for. He batted .289/.348/.455, scored 119 runs, led the league in triples, cut down considerably on his strikeouts, batted well from both sides of the plate, and hit well in the clutch. The workouts with Gwynn had helped, but it was joining morning sessions with (Bobby) Abreu that enabled him to sting the ball with authority and consistency.}}

Overall, he achieved another "quadruple-double" (home runs, stolen bases, doubles, and triples in double figures in a single season), his first career grand slam and posted career highs in a plethora of offensive categories including batting average, slugging percentage, RBIs, and hits.

Under new manager Charlie Manuel, whose offensive strategy predominantly revolved around hitting many home runs, Rollins struggled to post a strong batting average early in the Phillies' 2005 season. Nevertheless, he was again selected to the NL All-Star team. His offensive strategy changed in early August, when he began a hitting streak that spanned the season's final 36 games; during the streak, he hit .379. It was the longest hitting streak in Phillies' history, surpassing Ed Delahanty, whose streak lasted 31 games.{{cite web|last1=Zolecki|first1=Todd|title=Rollins reflects on top five hits of career|url=http://mlb.mlb.com/news/article/mlb/philadelphia-phillies-shortstop-jimmy-rollins-reflects-on-the-top-five-hits-of-his-career?ymd=20140612&content_id=79454152&vkey=news_mlb|website=MLB.com: News|publisher=MLB Advanced Media|access-date=June 16, 2014|date=June 13, 2014|archive-date=July 28, 2014|archive-url=https://web.archive.org/web/20140728112851/http://mlb.mlb.com/news/article/mlb/philadelphia-phillies-shortstop-jimmy-rollins-reflects-on-the-top-five-hits-of-his-career?ymd=20140612&content_id=79454152&vkey=news_mlb|url-status=live}}{{cite news|last1=Bostrom|first1=Don|title=Rollins' streak hits 31|url=https://www.mcall.com/2005/09/27/rollins-streak-hits-31-he-ties-ed-delahantys-team-best-hitting-streak-set-in-1899/|access-date=January 7, 2015|work=The Morning Call|date=September 27, 2005|location=Allentown, Pennsylvania|archive-date=March 4, 2016|archive-url=https://web.archive.org/web/20160304115629/http://articles.mcall.com/2005-09-27/sports/3613910_1_rollins-streak-gold-glove-award-jimmy-rollins|url-status=live}} Throughout the streak, Rollins aspired to maintain a team-first mentality, and noted that he would trade the streak for a playoff berth: "If we lose and I keep the streak, what does that mean? The season is automatically over. The playoffs is everything. That's what we all want."{{cite news|last1=Bostrom|first1=Don|title=Rollins would trade streak for playoffs|url=https://www.mcall.com/2005/10/02/rollins-would-trade-streak-for-playoffs/|access-date=June 16, 2014|work=The Morning Call|date=October 2, 2005|location=Allentown, Pennsylvania|archive-date=January 3, 2015|archive-url=https://web.archive.org/web/20150103180941/http://articles.mcall.com/2005-10-02/sports/3645605_1_ryan-howard-citizens-bank-park-jimmy-rollins|url-status=live}} Ultimately, the Phillies missed the playoffs by one game.{{cite web|last1=Mandel|first1=Ken|title=Lieberthal still going strong at 34|url=http://philadelphia.phillies.mlb.com/news/article.jsp?ymd=20060219&content_id=1315517&vkey=spt2006news&fext=.jsp&c_id=phi|access-date=June 16, 2014|website=phillies.com: News|publisher=MLB Advanced Media|date=February 19, 2006|archive-date=July 28, 2014|archive-url=https://web.archive.org/web/20140728110114/http://philadelphia.phillies.mlb.com/news/article.jsp?ymd=20060219&content_id=1315517&vkey=spt2006news&fext=.jsp&c_id=phi|url-status=dead}} Overall, Rollins compiled his fourth career quadruple-double, tying Johnny Damon for most among active players, and batted .290/.338/.431 with 12 home runs, 54 RBIs, and 41 stolen bases.

The 2006 Phillies season began with much hype surrounding Rollins, and whether he could extend his hitting streak to pass Joe DiMaggio's record 56 games.{{cite web|author1=Will, George|author-link1=George Will|title=Can Jimmy Rollins catch Joe DiMaggio?|url=https://abcnews.go.com/ThisWeek/ESPNSports/story?id=1796566|website=ABC News|access-date=June 16, 2014|date=April 2, 2006|archive-date=January 3, 2015|archive-url=https://web.archive.org/web/20150103181411/http://abcnews.go.com/ThisWeek/ESPNSports/story?id=1796566|url-status=live}}{{cite web|last1=Mandel|first1=Ken|title=Rollins excited to chase DiMaggio|url=http://mlb.mlb.com/news/print.jsp?ymd=20060220&content_id=1317134&vkey=news_mlb&fext=.jsp&c_id=mlb|website=MLB.com: News|publisher=MLB Advanced Media|access-date=June 16, 2014|date=February 20, 2006|archive-date=March 4, 2016|archive-url=https://web.archive.org/web/20160304071420/http://mlb.mlb.com/news/print.jsp?ymd=20060220&content_id=1317134&vkey=news_mlb&fext=.jsp&c_id=mlb|url-status=live}} He extended the streak two games into the season, but it ended on April 6 when he failed to get a hit in a game against the St. Louis Cardinals.{{cite news|last1=Longman|first1=Jere|title=After 6 months and 4 at-bats, Rollins runs streak to 37|url=https://www.nytimes.com/2006/04/04/sports/baseball/04rollins.html?pagewanted=print&_r=0|access-date=June 16, 2014|work=The New York Times|date=April 4, 2006|archive-date=January 3, 2015|archive-url=https://web.archive.org/web/20150103194743/http://www.nytimes.com/2006/04/04/sports/baseball/04rollins.html?pagewanted=print&_r=0|url-status=live}}{{cite web|last1=Associated Press|title=Rollins' pursuit of DiMaggio ends at 38|url=https://www.espn.com/mlb/news/story?id=2399888|website=ESPN|date=April 7, 2006|publisher=ESPN Internet Ventures|access-date=June 16, 2014|archive-date=January 3, 2015|archive-url=https://web.archive.org/web/20150103180602/http://sports.espn.go.com/mlb/news/story?id=2399888|url-status=live}} He struggled during the first half of the season, posting a batting average of just .259, but rebounded during the second half, ultimately posting strong cumulative numbers once again. He became the third player in Phillies' history to score at least 100 runs in three consecutive seasons (Chuck Klein and Bobby Abreu), and led all NL shortstops in RBIs, runs scored, extra-base hits, and total bases. He was just short, however, of another quadruple-double. Cumulatively, he hit .277/.334/.478 with 25 home runs and 83 RBIs (at the time, the latter two were career-highs) and 36 stolen bases. Once again, the Phillies barely missed the playoffs.{{cite news|title=Phillies add Howe, Lopes, Williams to coaching staff|url=http://usatoday30.usatoday.com/sports/baseball/2006-10-16-roundup_x.htm|access-date=June 16, 2014|work=USA Today|agency=Associated Press|date=November 15, 2006|archive-date=October 26, 2012|archive-url=https://web.archive.org/web/20121026044934/http://usatoday30.usatoday.com/sports/baseball/2006-10-16-roundup_x.htm|url-status=live}}

File:RollinsJ.jpg during 2007 spring training]]

Before spring training, Rollins announced that the Phillies were the "Team to Beat" in the National League East:

{{blockquote|The Mets had a chance to win the World Series last year. Last year is over. I think we are the team to beat in the NL East, finally. But, that's only on paper.|Jimmy Rollins, January 23, 2007{{cite web|url=http://sports.espn.go.com/mlb/news/story?id=2740529|title=Rollins, Phillies confident about chances in '07|date=January 23, 2007|work=ESPN|last=Associated Press|access-date=July 21, 2009|archive-date=December 2, 2007|archive-url=https://web.archive.org/web/20071202015452/http://sports.espn.go.com/mlb/news/story?id=2740529|url-status=dead}}|source=}}

It became a sports media sensation, especially given that the New York Mets had won the division in 2006 with relative ease. The claim was widely reported, often without the second part of the quote ("only on paper"). USA Today columnist Hal Bodley opined, "The Phillies have needed someone to light a fire, especially in April. Rollins' bold, if not arrogant, prediction might just do that."{{cite news|url=https://www.usatoday.com/sports/baseball/columnist/bodley/2007-02-23-bodley-rollins_x.htm|title=Jimmy Rollins boosts Phillies|last=Bodley|first=Hal|date=February 23, 2007|newspaper=USA Today|access-date=July 21, 2009|archive-date=September 6, 2009|archive-url=https://web.archive.org/web/20090906011330/http://www.usatoday.com/sports/baseball/columnist/bodley/2007-02-23-bodley-rollins_x.htm|url-status=live}} During the first half of the season, it appeared Rollins had spoken prematurely, as the Mets jumped out to an early divisional lead. On June 28, Rollins had a four-hit game against the Cincinnati Reds, including a game-tying triple.{{cite web|last1=Associated Press|title=Rollins singles home game-winning run in Phillies victory|url=http://scores.espn.go.com/mlb/recap?gameId=270628122|website=ESPN|publisher=ESPN Internet Ventures|access-date=June 18, 2014|date=June 28, 2007|archive-date=March 29, 2014|archive-url=https://web.archive.org/web/20140329070040/http://scores.espn.go.com/mlb/recap?gameId=270628122|url-status=dead}} The triple was Rollins' 10th, which gave him his fifth career "quadruple–double".

In August, the Mets' lead began to dissipate, as the Phillies combined several solid series; Rollins was a key component of their success.{{cite news|title=Phillies Closing in on NL East Lead|url=https://www.washingtonpost.com/wp-dyn/content/article/2007/08/17/AR2007081700403_pf.html|access-date=June 18, 2014|newspaper=The Washington Post|agency=Associated Press|date=August 17, 2007|archive-date=January 30, 2019|archive-url=https://web.archive.org/web/20190130220855/http://www.washingtonpost.com/wp-dyn/content/article/2007/08/17/AR2007081700403_pf.html|url-status=live}}{{cite news|last1=Shpigel|first1=Ben|title=Mets ask Wagner to get six outs, but he only records four|url=https://www.nytimes.com/2007/08/31/sports/baseball/31mets.html?pagewanted=print&_r=0|access-date=June 18, 2014|work=The New York Times|date=August 31, 2007|archive-date=January 30, 2019|archive-url=https://web.archive.org/web/20190130162614/https://www.nytimes.com/2007/08/31/sports/baseball/31mets.html?pagewanted=print&_r=0|url-status=live}}{{cite web|title=Jimmy Rollins 2007 Batting Splits|url=https://www.baseball-reference.com/players/split.cgi?id=rolliji01&year=2007&t=b#month|website=Baseball-Reference.com|publisher=Sports Reference|access-date=June 18, 2014}} Rollins was named the National League Player of the Week for August 27 to September 2, 2007.{{cite web|url=http://mlb.mlb.com/news/press_releases/press_release.jsp?ymd=20070904&content_id=2188376&vkey=pr_mlb&fext=.jsp&c_id=mlb|title=Jimmy Rollins of the Philadelphia Phillies named Bank of America Presents the National League Player of the Week|date=September 4, 2007|publisher=Major League Baseball|access-date=July 21, 2009|archive-date=November 4, 2012|archive-url=https://web.archive.org/web/20121104182505/http://mlb.mlb.com/news/press_releases/press_release.jsp?ymd=20070904&content_id=2188376&vkey=pr_mlb&fext=.jsp&c_id=mlb|url-status=live}} On September 25 against the Atlanta Braves, Rollins hit the home run that completed his 30–30 season.{{cite web|last1=Associated Press|title=Teixeira, Chipper help Braves get closer in wild card|url=http://scores.espn.go.com/mlb/recap?gameId=270925122|website=ESPN|publisher=ESPN Internet Ventures|access-date=June 18, 2014|date=September 25, 2007|archive-date=April 21, 2014|archive-url=https://web.archive.org/web/20140421123508/http://scores.espn.go.com/mlb/recap?gameId=270925122|url-status=dead}} On the last day of the 2007 season, Rollins became the seventh player to collect at least 20 doubles, 20 triples, and 20 home runs in one season when he hit his 20th triple of the year in a 6–1 win over the Washington Nationals that clinched the National League East division championship for the Phillies, which confirmed Rollins' preseason assertion of the Phillies preeminence.{{cite web|last1=Associated Press|title=Phils rough up Nats, earn first playoff berth since 1993|url=http://scores.espn.go.com/mlb/recap?gameId=270930122|website=ESPN|publisher=ESPN Internet Ventures|access-date=June 18, 2014|date=September 30, 2007|archive-date=March 1, 2014|archive-url=https://web.archive.org/web/20140301102416/http://scores.espn.go.com/mlb/recap?gameId=270930122|url-status=dead}}

For the 2007 season, he batted .296/.344/.531 and led the league in games (162), at bats (716—a major league record), runs (139), and triples (20), was second in hits (212), total bases (380), extra base hits (88), and power-speed number (34.6), and had 30 home runs, 94 RBIs, and 41 stolen bases (5th in the league).{{Cite web |url=https://www.baseball-reference.com/register/player.fcgi?id=rollin001jam |title=Jimmy Rollins Minor Leagues Statistics & History {{!}} Baseball-Reference.com |access-date=January 30, 2019 |archive-date=January 30, 2019 |archive-url=https://web.archive.org/web/20190130164108/https://www.baseball-reference.com/register/player.fcgi?id=rollin001jam |url-status=live }} He achieved the "quadruple-double" (double digit doubles, triples, home runs, and stolen bases), becoming the fourth player in history to accomplish the mark. He would join Jim Bottomley as the only players to record a 30 double, 20 triple, and 30 home run season.{{cite magazine |last1=Martell |first1=Matt |title=Jimmy Rollins Has a Long Way to Go Before He Gets His Hall of Fame Due |url=https://www.si.com/mlb/2022/12/27/jimmy-rollins-hall-of-fame-case |access-date=January 16, 2023 |magazine=Sports Illustrated |date=December 27, 2022}} The club advanced to the playoffs for the first time since their 1993 World Series loss; however, they were swept by the Colorado Rockies in the National League Division Series.{{cite news|last1=Shpigel|first1=Ben|title=Rockies sweep Phillies to keep up memorable run|url=https://www.nytimes.com/2007/10/07/sports/baseball/07phillies.html|access-date=June 18, 2014|work=The New York Times|date=October 7, 2007|archive-date=January 14, 2015|archive-url=https://web.archive.org/web/20150114213205/http://www.nytimes.com/2007/10/07/sports/baseball/07phillies.html|url-status=live}}

Rollins was named the National League's Most Valuable Player.{{cite web|url=http://www.baseballwriters.org/awards/2007/2007_NL_mvp.html|title=Phils get 2nd consecutive MVP in Rollins|year=2007|publisher=Baseball Writers' Association of America|access-date=July 21, 2009|archive-date=July 26, 2008|archive-url=https://web.archive.org/web/20080726190618/http://www.baseballwriters.org/awards/2007/2007_NL_mvp.html|url-status=live}}{{cite news|url=https://www.espn.com/mlb/news/story?id=3120573|title=Rollins, who spurred Phils into playoffs, wins MVP|date=November 21, 2007|work=ESPN|agency=Associated Press|access-date=July 21, 2009|archive-date=January 21, 2016|archive-url=https://web.archive.org/web/20160121145224/http://sports.espn.go.com/mlb/news/story?id=3120573|url-status=live}} He also received the NLBM Oscar Charleston Legacy Award (NL MVP), and won the first of three consecutive Gold Glove Awards, becoming the first Phillies shortstop to win a Gold Glove since Larry Bowa in 1978. He was the first player in MLB history to record 200 hits, 20 triples, 30 home runs, and 30 stolen bases in a season.{{cite news|url=http://articles.philly.com/2008-02-14/sports/24988979_1_jimmy-rollins-milt-thompson-philsl|title=A classic contradiction for Jimmy Rollins|last=Hagen|first=Paul|date=February 14, 2008|work=Philadelphia Daily News|access-date=August 6, 2008|archive-date=June 18, 2014|archive-url=https://archive.today/20140618011200/http://articles.philly.com/2008-02-14/sports/24988979_1_jimmy-rollins-milt-thompson-philsl|url-status=dead}} Rollins also set a single-season MLB record for plate appearances with 778.

File:Jimmy_Rollins_2009.jpg

Unlike in spring training 2007, Rollins "made no guarantees heading into the next season, but that didn't mean the Phillies weren't confident" entering their 2008 season, despite the Mets' acquisition of Johan Santana and a "2007 Rollins-esque" guarantee of winning the division from Carlos Beltrán. After beginning the season by hitting a home run on opening day, Rollins landed on the disabled list (DL) for the first time in his career in early April, suffering an ankle sprain. He returned in May, and had a "productive" summer, ultimately posting a career-high 47 stolen bases, notwithstanding his batting average dropping to .277, and his home run and RBI totals dropping to 11 and 59 respectively. In the postseason, Rollins was a focal point of the team, which ultimately won the 2008 World Series; in the division series (NLDS), he hit a leadoff home run in game four, and in the championship series (NLCS), he hit a leadoff home run in game five, and despite struggles early in the World Series, he eventually contributed with strong situational hitting, helping the Phillies win the series in five games. At the conclusion of the season, Rollins was honored with a Fielding Bible Award for defensive excellence as the top MLB shortstop during the year.{{cite web|title=The 2008 Awards |url=http://www.billjamesonline.net/fieldingbible/the-2008-winners.asp |publisher=The Fielding Bible |archive-url=https://web.archive.org/web/20101111062247/http://www.billjamesonline.net/fieldingbible/the-2008-winners.asp |archive-date=November 11, 2010 |access-date=November 18, 2010 |url-status=dead }}

Rollins began 2009 by participating in the 2009 World Baseball Classic (WBC) as a member of Team USA; he hit .417 and was named to the all-tournament team.{{cite web|url=http://web.usabaseball.com/news/article.jsp?ymd=20090324&content_id=36611|title=Rollins named to All-Classic Team|work=USA Baseball|date=March 24, 2009|access-date=January 3, 2015|archive-url=https://web.archive.org/web/20150103193305/http://web.usabaseball.com/news/article.jsp?ymd=20090324&content_id=36611|archive-date=January 3, 2015|url-status=dead}} After setting a career high in stolen bases in 2008, he did not steal one in the season's first 17 games, his longest drought to begin a season since 2004. On May 21, he reached the 1500-hit milestone in a game against the Cincinnati Reds. As of the end of June, however, he was hitting just .205 (he went 28 consecutive at-bats without a hit from the end of June until July 2), and was benched for four games by Charlie Manuel in an effort to encourage him to regain the shorter, lower half-driven swing that he used in his 2007 MVP campaign.{{cite web|url=http://mlb.mlb.com/news/article.jsp?ymd=20090630&content_id=5618788&vkey=news_mlb&fext=.jsp&c_id=mlb|last=Zolecki|first=Todd|title=Rollins hitless in return to leadoff spot: Phillies shortstop goes 0-for-5 in 10-inning loss to Braves|work=MLB.com: News|date=July 1, 2009|access-date=July 1, 2009|archive-date=November 3, 2012|archive-url=https://web.archive.org/web/20121103185058/http://mlb.mlb.com/news/article.jsp?ymd=20090630&content_id=5618788&vkey=news_mlb&fext=.jsp&c_id=mlb|url-status=live}} He did improve in the second half of the season, batting .288 from July 3 to the end of the year. Overall, he compiled an NL-leading 672 at-bats, finished fourth in doubles (43) and stolen bases (31), and tenth in runs (100); in addition, he had a .250 batting average, 21 home runs (five of which were leadoff, the most in his career), and 77 RBIs, also winning the National League Gold Glove award for shortstops. In the postseason, he helped the Phillies reach the 2009 World Series by hitting a walk-off double in game four of the NLCS. The Phillies failed to repeat as champions, however, losing to the New York Yankees in six games.{{cite web|title=Yankees win 2009 World Series|url=http://bats.blogs.nytimes.com/2009/11/04/live-analysis-world-series-game-6-phillies-at-yankees/?_php=true&_type=blogs&_r=0|work=Bats – Blogs – NYTimes.com|access-date=May 25, 2014|author=Waldstein, David|author2=Kepner, Tyler|author3=Shpigel, Ben|author4=Curry, Jack|author5=Sandomir, Richard|date=November 4, 2009|archive-date=January 3, 2015|archive-url=https://web.archive.org/web/20150103190631/http://bats.blogs.nytimes.com/2009/11/04/live-analysis-world-series-game-6-phillies-at-yankees/?_php=true&_type=blogs&_r=0|url-status=live}}

Rollins's 2010 season was marked by injuries; he missed a total of 74 games, playing in only 88, the lowest total of his major league career. While warming up in the outfield prior to the Phillies' game on April 12, he strained his right calf, and eventually was placed on the disabled list.{{cite web|last=Associated Press|title=Phillies off to best start since 1993's pennant-winning season|url=http://scores.espn.go.com/mlb/recap?gameId=300412122|work=ESPN|publisher=ESPN Internet Ventures|access-date=May 25, 2014|date=April 12, 2010|archive-date=April 14, 2014|archive-url=https://web.archive.org/web/20140414093139/http://scores.espn.go.com/mlb/recap?gameId=300412122|url-status=dead}} He spent April 13 – May 16, and May 22 – June 21 on the DL with that injury; Wilson Valdez served as his backup. When he returned, he hit his first career walk-off home run on June 23, powering the Phillies to a 7–6 victory over the Cleveland Indians.{{cite web|last=Schonbrun|first=Zach|title=Rollins' first walk-off homer lifts Phils|url=http://philadelphia.phillies.mlb.com/news/article.jsp?ymd=20100623&content_id=11493612&vkey=recap&fext=.jsp&c_id=phi|work=phillies.com: News|publisher=MLB Advanced Media|access-date=January 11, 2011|date=June 24, 2010|archive-date=June 28, 2010|archive-url=https://web.archive.org/web/20100628004844/http://philadelphia.phillies.mlb.com/news/article.jsp?ymd=20100623&content_id=11493612&vkey=recap&fext=.jsp&c_id=phi|url-status=dead}} On July 3, he hit his 150th career home run in a game against the Pittsburgh Pirates, and on October 1, he hit his third career grand slam in a game against the Atlanta Braves. Overall, he hit .243 with eight home runs and 41 RBIs. He maintained his strong defense despite poor offense, but after his third consecutive mediocre offensive season, some questioned whether his MVP campaign in 2007 was a fluke.{{cite web|last=Michael|first=Brian|title=2010 Year in Review: Jimmy Rollins|url=http://philliesnation.com/archives/2010/10/2010-year-in-review-jimmy-rollins/|work=2010 Player Reviews|publisher=Phillies Nation|access-date=May 25, 2014|date=October 30, 2010|archive-date=May 26, 2014|archive-url=https://web.archive.org/web/20140526011311/http://philliesnation.com/archives/2010/10/2010-year-in-review-jimmy-rollins/|url-status=live}}

File:Jimmy Rollins.JPG

2011 was a contract year for Rollins, and his performance concurrently rebounded, insofar as he improved his batting average, and home run and RBI totals. He made his 11th consecutive opening day start, and, for the first time in several seasons, he was healthy at the beginning of the season, starting the season's first 49 games. Nevertheless, it took him 54 plate appearances to record his first RBI, the longest drought of his career. On July 20, for the second time in his career, he had a multi-home run game in which one home run came batting right-handed and the other left-handed, the first Phillies player to do it multiple times. His season was not entirely devoid of injuries; on August 22, a right groin strain landed him on the DL, causing him to miss 18 games.{{cite web|last=Gleeman|first=Aaron|title=Jimmy Rollins placed on disabled list with strained groin|url=http://hardballtalk.nbcsports.com/2011/08/22/jimmy-rollins-placed-on-disabled-list-with-strained-groin/|work=HardballTalk|publisher=NBC Sports|access-date=May 25, 2014|date=August 22, 2011|archive-date=August 27, 2012|archive-url=https://web.archive.org/web/20120827063411/http://hardballtalk.nbcsports.com/2011/08/22/jimmy-rollins-placed-on-disabled-list-with-strained-groin/|url-status=live}} He returned in time for the playoffs, and set several Phillies records in the 2011 NLDS, including hits (9), doubles (4), and multi-hit games (4). Despite the records, the Phillies lost the series to the St. Louis Cardinals.{{cite web|last=Associated Press|title=Chris Carpenter shuts out Phillies in decisive Game 5 to send Cardinals to NLCS|url=http://scores.espn.go.com/mlb/recap?gameId=311007122|work=ESPN|publisher=ESPN Internet Ventures|access-date=May 25, 2014|archive-date=December 8, 2013|archive-url=https://web.archive.org/web/20131208212656/http://scores.espn.go.com/mlb/recap?gameId=311007122|url-status=dead}} Overall, he posted a .268 batting average with 16 home runs and 63 RBIs. At the season's conclusion, Rollins was selected as the shortstop on the MLB Insiders Club Magazine All-Postseason Team.For the other members of the 2011 team, see Baseball awards. MLB Insiders Club Magazine selected its first All-Postseason Team in 2008. Boye, Paul. All-Postseason Team. MLB Insiders Club Magazine ({{ISSN|1941-5060}}), Vol. 5, Issue 1 (December 2011), pp. 30–31. North American Media Group, Inc. On December 17, 2011, Rollins signed a three-year, $33 million deal with a vesting option for a fourth year, worth another $11 million.{{cite web |url=https://www.espn.com/mlb/story/_/id/7362574/2011-mlb-free-agency-jimmy-rollins-philadelphia-phillies-agree-three-year-deal-source-says |title=Source: Phils, Jimmy Rollins reach deal |work=ESPN |publisher=ESPN Internet Ventures |first=Jerry |last=Crasnick |date=December 17, 2011 |access-date=December 17, 2011 |archive-date=January 10, 2012 |archive-url=https://web.archive.org/web/20120110044807/http://espn.go.com/mlb/story/_/id/7362574/2011-mlb-free-agency-jimmy-rollins-philadelphia-phillies-agree-three-year-deal-source-says |url-status=live }} The option vested when he reached 1,100 plate appearances in 2013–14.{{cite web|url=http://hardballtalk.nbcsports.com/2014/07/25/jimmy-rollins-2015-option-just-became-guaranteed/|title=Jimmy Rollins' 2015 option just became guaranteed|work=NBC Sports|first=Bill|last=Baer|date=July 25, 2014|access-date=January 3, 2015|archive-date=December 22, 2014|archive-url=https://web.archive.org/web/20141222152637/http://hardballtalk.nbcsports.com/2014/07/25/jimmy-rollins-2015-option-just-became-guaranteed/|url-status=live}}

In 2012, Rollins epitomized the Phillies' general "averageness" by posting a .250 batting average with 23 home runs and 68 RBIs.{{cite web|last=Neyer|first=Rob|title=2012 Player of the Year: Philadelphia Phillies|url=http://www.baseballnation.com/2012/10/23/3538742/2012-player-of-the-year-philadelphia-phillies-jimmy-rollins|work=Baseball Nation – SBNation.com|publisher=Vox Media|access-date=April 13, 2014|author-link=Rob Neyer|date=October 23, 2012|archive-date=April 14, 2014|archive-url=https://web.archive.org/web/20140414092910/http://www.baseballnation.com/2012/10/23/3538742/2012-player-of-the-year-philadelphia-phillies-jimmy-rollins|url-status=live}} He hit poorly in the beginning of the season, and did not hit a home run until his 136th at bat of the season, the second-longest it had ever taken him to hit a home run at the beginning of a season.{{cite web|title=2012 Phillies Exit Interview: Jimmy Rollins|url=http://www.thegoodphight.com/2012-phillies-exit-interviews/2012/11/8/3597246/2012-phillies-exit-interview-jimmy-rollins|work=The Good Phight – SBNation.com|publisher=Vox Media|access-date=April 13, 2014|date=November 8, 2012|archive-date=April 14, 2014|archive-url=https://web.archive.org/web/20140414052055/http://www.thegoodphight.com/2012-phillies-exit-interviews/2012/11/8/3597246/2012-phillies-exit-interview-jimmy-rollins|url-status=live}} He missed three games from May 21–23 for the birth of his first daughter. On July 31, he hit his fourth career inside-the-park home run, which led active players. His hitting improved over the latter half of the season, and in September, he hit eight home runs. He missed the final three games of the season with a calf strain. During the season, he joined Craig Biggio, Barry Larkin, and Paul Molitor as the only players in MLB history to record 2000 hits, 350 stolen bases, and 150 home runs as a member of one team. It was his fourth career season during which he hit at least 20 home runs and stole 30 bases, which trailed only Bobby and Barry Bonds.

Prior to the 2013 season, Rollins played for Team USA in the 2013 World Baseball Classic (WBC), and was the only player from Team USA to make the event's all-star team; it was his second WBC, and second placement on the all-star team.{{cite web|title=MetLife All-World Baseball Classic Team |url=http://www.worldbaseballclassic.com/wbc/2013/allworld/ |archive-url=https://web.archive.org/web/20130315110537/http://www.worldbaseballclassic.com/wbc/2013/allworld/ |url-status=dead |archive-date=March 15, 2013 |work=World Baseball Classic |publisher=MLB Advanced Media |access-date=April 13, 2014 }} He was back to the Phillies in time for opening day, and made his 13th consecutive start on opening day. Overall, he tied for fifth in the NL in games (160), and led the team with 600 at-bats, 151 hits, 36 doubles, and 59 walks. He achieved several career milestones during the season, including his 800th RBI (April 22), his 433 double (breaking Ed Delahanty's record on May 15), and his 45th career leadoff home run (fourth most in MLB history; hit on July 20). Despite the achievements, overall, the season was a decline from previous years; his isolated power (ISO) was among the worst in the major leagues, he attempted to steal the fewest bases in his career, and his defense "tanked" according to fielding metrics.{{cite web|last=Baer|first=Bill|title=2013 Phillies Report Card: Jimmy Rollins|url=http://crashburnalley.com/2013/10/15/2013-phillies-report-card-jimmy-rollins/|work=Crashburn Alley|publisher=SweetSpot Network, an ESPN affiliate|access-date=April 13, 2014|date=October 15, 2013|archive-date=April 14, 2014|archive-url=https://web.archive.org/web/20140414180656/http://crashburnalley.com/2013/10/15/2013-phillies-report-card-jimmy-rollins/|url-status=live}} He "struggled mightily" and ultimately posted a .252 batting average with six home runs and 39 RBIs.

Rollins attracted media attention in the offseason prior to 2014 when he supposedly expressed disinclination or lack of motivation after commenting "who cares" in regards to spring training; Buster Olney penned a column suggesting that there was a sentiment within the Phillies' organization that he should be traded (the rumors were dispelled by Rollins and Phillies general manager Rubén Amaro, Jr. as ridiculous).{{cite web|last=Olney|first=Buster|title=Ryne Sandberg sending a message with Jimmy Rollins|url=https://insider.espn.com/blog/buster-olney/post?id=5294|work=ESPN Insider|publisher=ESPN Internet Ventures |access-date=March 19, 2014|author-link=Buster Olney|date=March 13, 2014|archive-date=April 3, 2021|archive-url=https://web.archive.org/web/20210403165344/https://a.espncdn.com/redesign/fonts/base64-benton-woff.css|url-status=live}}{{cite web|last=Zolecki|first=Todd|title=Jimmy Rollins, Ruben Amaro Jr: No truth to trade report|url=http://mlb.mlb.com/news/article/phi/jimmy-rollins-ruben-amaro-jr-no-truth-to-trade-report?ymd=20140319&content_id=69619036&vkey=news_phi|work=phillies.com: News|publisher=MLB Advanced Media|access-date=March 20, 2014|date=March 19, 2014}} He opened the season by hitting a grand slam against the Texas Rangers, which was also his 200th career home run.{{Cite web |date=March 31, 2014 |title=Jimmy Rollins hits slam for 200th HR |url=https://www.espn.com/mlb/story/_/id/10704136/jimmy-rollins-philadelphia-phillies-sets-nl-shortstop-mark-hits-200th-home-run |url-status=live |archive-url=https://web.archive.org/web/20140401133507/http://espn.go.com/mlb/story/_/id/10704136/jimmy-rollins-philadelphia-phillies-sets-nl-shortstop-mark-hits-200th-home-run |archive-date=April 1, 2014 |access-date=April 1, 2014 |website=ESPN.com|agency=Associated Press |publisher=ESPN Internet Ventures}} After two games, Rollins left the team on paternity leave to be with his wife as the couple had their second child.{{cite web|last=Gleeman|first=Aaron|title=Jimmy Rollins leaves Phillies to be home for birth of child|url=http://hardballtalk.nbcsports.com/2014/04/02/jimmy-rollins-leaves-phillies-to-be-home-for-birth-of-child/|work=HardballTalk|publisher=NBC Sports|access-date=April 3, 2014|date=April 2, 2014|archive-date=April 4, 2014|archive-url=https://web.archive.org/web/20140404190815/http://hardballtalk.nbcsports.com/2014/04/02/jimmy-rollins-leaves-phillies-to-be-home-for-birth-of-child/|url-status=live}} On June 14, Rollins singled to right field for his 2,235th hit to surpass Mike Schmidt as the Phillies' all-time leader in hits. The game paused as Schmidt and the remainder of the Phillies congratulated Rollins at first base.{{cite news|last1=Narducci|first1=Mark|title=Rollins passes Schmidt for Phillies' all-time hits record|url=http://articles.philly.com/2014-06-15/sports/50600531_1_mike-schmidt-jimmy-rollins-ryan-howard|access-date=June 16, 2014|work=The Philadelphia Inquirer|date=June 15, 2014|archive-url=https://web.archive.org/web/20140812132335/http://articles.philly.com/2014-06-16/sports/50600531_1_mike-schmidt-jimmy-rollins-ryan-howard|archive-date=August 12, 2014}}{{cite web|last1=Zolecki|first1=Todd|title=Phillies shortstop Jimmy Rollins talks future with Phillies after breaking record|url=http://mlb.mlb.com/news/article/mlb/phillies-shortstop-jimmy-rollins-talks-future-with-phils-after-breaking-record?ymd=20140614&content_id=79747112&vkey=news_mlb|website=MLB.com: News|publisher=MLB Advanced Media|access-date=June 16, 2014|date=June 14, 2014|archive-date=July 14, 2014|archive-url=https://web.archive.org/web/20140714204501/http://mlb.mlb.com/news/article/mlb/phillies-shortstop-jimmy-rollins-talks-future-with-phils-after-breaking-record?ymd=20140614&content_id=79747112&vkey=news_mlb|url-status=live}} Following the season, Rollins and recently retired Chicago White Sox captain Paul Konerko became the first ever co-winners of the Roberto Clemente Award.{{cite web|url=http://hardballtalk.nbcsports.com/2014/10/24/paul-konerko-jimmy-rollins-named-co-winners-of-the-roberto-clemente-award/|title=Paul Konerko, Jimmy Rollins named co-winners of the Roberto Clemente Award|work=NBC Sports|first=Bill|last=Baer|date=October 24, 2014|access-date=January 3, 2015|archive-date=December 26, 2014|archive-url=https://web.archive.org/web/20141226161824/http://hardballtalk.nbcsports.com/2014/10/24/paul-konerko-jimmy-rollins-named-co-winners-of-the-roberto-clemente-award/|url-status=live}}

File:MG 6077 Jimmy Rollins and Howie Kendrick.jpg, playing for the Los Angeles Dodgers in 2015]]

On December 19, 2014, Rollins was traded to the Los Angeles Dodgers in exchange for minor league pitchers Tom Windle and Zach Eflin.{{cite web|url=http://www.truebluela.com/2014/12/19/7420173/jimmy-rollins-trade-official-dodgers-phillies-tom-windle-zach-eflin|title=Jimmy Rollins trade finalized by Dodgers, Phillies|first=Eric|last=Stephen|work=truebluela.com|date=December 19, 2014|access-date=December 19, 2014|archive-date=March 20, 2021|archive-url=https://web.archive.org/web/20210320224456/https://www.truebluela.com/2014/12/19/7420173/jimmy-rollins-trade-official-dodgers-phillies-tom-windle-zach-eflin|url-status=live}} Rollins waived his no-trade clause and stated that he was expecting to take on a leadership position with his new team.{{cite news|url=http://www.latimes.com/sports/dodgers/dodgersnow/la-sp-dn-dodgers-jimmy-rollins-leader-20141220-story.html|title=Jimmy Rollins wants to be a leader in Dodgers clubhouse|first=Dylan|last=Hernandez|date=December 20, 2014|newspaper=LA Times|access-date=January 3, 2015|archive-date=January 4, 2015|archive-url=https://web.archive.org/web/20150104160612/http://www.latimes.com/sports/dodgers/dodgersnow/la-sp-dn-dodgers-jimmy-rollins-leader-20141220-story.html|url-status=live}}

Rollins played his first game with the Dodgers during opening day against the San Diego Padres on April 6, 2015, hitting a 3-run homer off of Shawn Kelley, giving the Dodgers a 6–3 victory over the Padres.{{cite news|url=http://www.latimes.com/sports/dodgers/la-sp-dodgers-padres-box-20150407-story.html|title=Rollins' first game with Dodgers goes with a bang.|first=Dylan|last=Hernandez|date=April 6, 2014|newspaper=LA Times|access-date=April 7, 2015|archive-date=April 7, 2015|archive-url=https://web.archive.org/web/20150407102738/http://www.latimes.com/sports/dodgers/la-sp-dodgers-padres-box-20150407-story.html|url-status=live}} He struggled offensively with the Dodgers, hitting a career low .224 (the lowest batting average among all qualified major league batters)/.285/.358 with 13 homers and 41 RBI.{{Cite web |url=https://www.espn.com/mlb/stats/player |title=2015 Regular Season MLB Baseball Batting Statistics and League Leaders - Major League Baseball - ESPN |access-date=January 23, 2019 |archive-date=January 23, 2019 |archive-url=https://web.archive.org/web/20190123223342/http://www.espn.com/mlb/stats/batting/_/year/2015/minage/26/type/sabermetric/order/false |url-status=live }} He also stole 12 bases.{{cite web|url=https://www.baseball-reference.com/teams/LAD/2015.shtml|title=2015 Los Angeles Dodgers Batting, Pitching & Fielding Statistics|work=Baseball Reference|access-date=October 6, 2015|archive-date=July 13, 2017|archive-url=https://web.archive.org/web/20170713105306/http://www.baseball-reference.com/teams/LAD/2015.shtml|url-status=live}} In September, he lost his starting job to rookie Corey Seager.{{cite web|url=http://www.dailynews.com/sports/20150929/corey-seager-supplants-jimmy-rollins-as-the-dodgers-top-shortstop|title=Corey Seager supplants Jimmy Rollins as the Dodgers' top shortstop|work=Los Angeles Daily News|first=JP|last=Hoornstra|date=September 29, 2015|access-date=October 6, 2015|archive-date=October 7, 2015|archive-url=https://web.archive.org/web/20151007150525/http://www.dailynews.com/sports/20150929/corey-seager-supplants-jimmy-rollins-as-the-dodgers-top-shortstop|url-status=live}} For the final game of the season, manager Don Mattingly designated Rollins to be the 2015 player manager.{{cite news|url=http://www.latimes.com/sports/dodgers/la-sp-dodgers-report-20151005-story.html|title=Jimmy Rollins is Dodgers' manager for a day|newspaper=LA Times|first=Dylan|last=Hernandez|date=October 4, 2015|access-date=October 6, 2015|archive-date=October 7, 2015|archive-url=https://web.archive.org/web/20151007105801/http://www.latimes.com/sports/dodgers/la-sp-dodgers-report-20151005-story.html|url-status=live}}

File:Jimmy Rollins on April 29, 2016.jpg]]

On February 22, 2016, Rollins signed a minor league contract with the Chicago White Sox that included an invitation to major league spring training. He competed with Tyler Saladino for a starting role at shortstop.{{cite web |url=http://m.whitesox.mlb.com/news/article/165126928/white-sox-sign-infielder-jimmy-rollins |title=White Sox sign Rollins to Minor League deal |work=mlb.com |access-date=February 22, 2016 |archive-date=February 23, 2016 |archive-url=https://web.archive.org/web/20160223094638/http://m.whitesox.mlb.com/news/article/165126928/white-sox-sign-infielder-jimmy-rollins |url-status=dead }} At the end of spring training, the team announced that Rollins would serve as their Opening Day shortstop. Due to Rollins' familiar number 11 already being retired in honor of Luis Aparicio, Rollins wore number 7 for the White Sox, which the following year would be worn by the man who replaced Rollins at shortstop, Tim Anderson.{{cite web|last1=Rotowire|title=White Sox notes: Middle infield set|url=https://www.espn.com/blog/mlb/post/_/id/10091/white-sox-notes-middle-infield-set|website=ESPN|date=March 30, 2016|access-date=April 2, 2016|archive-date=April 2, 2016|archive-url=https://web.archive.org/web/20160402205442/http://espn.go.com/blog/mlb/post/_/id/10091/white-sox-notes-middle-infield-set|url-status=live}}

Rollins batted .221/.295/.329 with 2 home runs and 5 stolen bases in 41 games for the White Sox. On June 10, he was designated for assignment so the White Sox could promote Tim Anderson from the minor leagues.{{cite web|url=http://www.chicagotribune.com/sports/baseball/whitesox/ct-white-sox-jimmy-rollins-tim-anderson-20160610-story.html|title=White Sox designate shortstop Jimmy Rollins, call up top prospect Tim Anderson|first=Paul|last=Skrbina|work=Chicago Tribune|date=June 10, 2016|access-date=June 10, 2016|archive-date=April 19, 2019|archive-url=https://web.archive.org/web/20190419230339/https://www.chicagotribune.com/sports/baseball/whitesox/ct-white-sox-jimmy-rollins-tim-anderson-20160610-story.html|url-status=live}}

On December 19, 2016, Rollins signed a minor league contract with the San Francisco Giants that included an invitation to spring training.{{cite web|url=http://www.mlbtraderumors.com/2016/12/giants-sign-jimmy-rollins.html|title=Giants, Jimmy Rollins Agree To Minor League Deal|last=Adams|first=Steve|work=mlbtraderumors.com|date=December 19, 2016|access-date=December 19, 2016|archive-date=December 20, 2016|archive-url=https://web.archive.org/web/20161220220504/http://www.mlbtraderumors.com/2016/12/giants-sign-jimmy-rollins.html|url-status=live}} He was released on March 31, 2017.{{cite web|last1=Boyé|first1=Paul|title=Giants release Rollins|date=March 31, 2017|url=http://www.thegoodphight.com/2017/3/31/15145136/giants-release-phillies-legend-jimmy-rollins|publisher=SB Nation|access-date=April 1, 2017|archive-date=April 2, 2017|archive-url=https://web.archive.org/web/20170402081248/http://www.thegoodphight.com/2017/3/31/15145136/giants-release-phillies-legend-jimmy-rollins|url-status=live}}

In 2019, Rollins returned to the Phillies in two separate capacities: in January, as a special advisor for the team;{{cite news|last1=Zolecki|first1=Todd|url=https://www.mlb.com/news/phillies-hire-jimmy-rollins-as-special-advisor-c303289690|title=Rollins returns to Phillies as special advisor|work=MLB.com|access-date=April 7, 2019|archive-date=April 8, 2019|archive-url=https://web.archive.org/web/20190408070222/https://www.mlb.com/news/phillies-hire-jimmy-rollins-as-special-advisor-c303289690|url-status=live}} and in March, as an on-air commentator for their television broadcasts.{{cite news |last1=Zoren |first1=Neal |title=Television: Jimmy Rollins joins Phillies announcing booth. Also starting in 2019 Jimmy Roberts started working as an analyst for select games on TBS MLB Sunday. |url=https://www.delcotimes.com/arts_and_entertainment/television-jimmy-rollins-joins-phillies-announcing-booth/article_8c3496b0-53d2-11e9-a3f8-47882a26662d.html |access-date=May 5, 2019 |work=Delaware County Daily Times |date=April 1, 2019 |archive-date=May 5, 2019 |archive-url=https://web.archive.org/web/20190505022946/https://www.delcotimes.com/arts_and_entertainment/television-jimmy-rollins-joins-phillies-announcing-booth/article_8c3496b0-53d2-11e9-a3f8-47882a26662d.html |url-status=live }} On May 4, 2019, a retirement ceremony honoring Rollins was held at Citizens Bank Park; the Phillies have not retired Rollins' uniform number 11, although it has not been reissued since he wore it.{{cite news |last1=Zolecki |first1=Todd |title=Rollins retirement ceremony set for Saturday |url=https://www.mlb.com/phillies/news/jimmy-rollins-to-retire-with-phillies-on-saturday |access-date=May 5, 2019 |work=MLB.com |date=May 3, 2019 |archive-date=May 5, 2019 |archive-url=https://web.archive.org/web/20190505022943/https://www.mlb.com/phillies/news/jimmy-rollins-to-retire-with-phillies-on-saturday |url-status=live }}{{cite news |last1=Zolecki |first1=Todd |title=Rollins reflects on career in retirement ceremony |url=https://www.mlb.com/phillies/news/phillies-honor-jimmy-rollins-in-retirement-ceremony |access-date=May 5, 2019 |work=MLB.com |date=May 4, 2019 |archive-date=May 5, 2019 |archive-url=https://web.archive.org/web/20190505021937/https://www.mlb.com/phillies/news/phillies-honor-jimmy-rollins-in-retirement-ceremony |url-status=live }}

After advising the team since 2019, the Phillies announced on March 31, 2022, that Rollins had been named a special advisor to the president of baseball operations.{{cite news |last=Zolecki |first=Todd |title=J-Roll gets new role in Phils' front office |url=https://www.mlb.com/news/jimmy-rollins-named-phillies-special-advisor |work=MLB.com |publisher=MLB Advanced Media |date=March 31, 2022 |access-date=April 1, 2022}}

Rollins, at his retirement, was one of 19 ballplayers to have recorded 2,000 games at the shortstop position and was the only shortstop to have amassed 200 homers and 400 steals. He was 20th all-time among MLB players in career power-speed number (309.8), 31st in stolen base percentage (81.74), 42nd in assists (6,139), and 46th in stolen bases (470). In his career, he led the National League four times in triples, and once each in runs, stolen bases, and stolen base percentage.

{{As of|2023}}, he was the Phillies career leader in at bats (8,628), hits (2,306), doubles (479), and power-speed number (292.5), second in games played (2,090) and stolen bases (453), and third in runs (1,325), triples (111), and stolen base percentage (82.66).

Growing up, Rollins admired Rickey Henderson, one of the best leadoff hitters in MLB history, and especially early in his career, he sought to emulate Henderson at the plate. This contributed to his propensity to swing early in the count, and chase high pitches, seeking to hit home runs rather than get on base, the stereotypical role of a leadoff hitter.{{cite news|last=Hayes|first=Marcus|title=Jimmy Rollins trying to avoid hair situation at the plate|url=http://www.highbeam.com/doc/1G1-120483814.html|archive-url=https://web.archive.org/web/20140611124516/http://www.highbeam.com/doc/1G1-120483814.html|url-status=dead|archive-date=June 11, 2014|access-date=April 24, 2014|newspaper=The Philadelphia Daily News|date=March 15, 2002}} Consequently, he struggled to make contact with the ball, striking out too much, and rarely walking. To help alleviate those predominantly negative tendencies, he worked with Tony Gwynn prior to the 2003 season on using the whole field, and hitting more ground balls than pop-ups.{{cite news|last=Salisbury|first=Jim|title=Phillies call Professor Gwynn for help|url=http://www.highbeam.com/doc/1G1-95426431.html|archive-url=https://web.archive.org/web/20140611124521/http://www.highbeam.com/doc/1G1-95426431.html|url-status=dead|archive-date=June 11, 2014|access-date=April 24, 2014|newspaper=Knight/Ridder Tribune|date=December 14, 2002}} Overall, he "always had a hard time accepting that he is vertically challenged at 5-foot-8", which contributed to his inclination to strive to hit for power rather than contact, and to seek to pull the ball rather than use the whole field.{{cite web|author1=Perrotto, John|author2=Normandin, Mark|title=Player Profile: Jimmy Rollins|url=http://www.baseballprospectus.com/article.php?articleid=8983|website=Baseball Prospectus|publisher=Prospectus Entertainment Ventures|access-date=June 20, 2014|date=June 1, 2009|archive-date=July 26, 2014|archive-url=https://web.archive.org/web/20140726083347/http://www.baseballprospectus.com/article.php?articleid=8983|url-status=live}} Rollins is the Phillies all-time leader in hits, and has the second-most stolen bases in Phillies history.{{cite web|last1=Bond|first1=Nick|title=Jimmy Rollins becomes Phillies all-time hits leader|url=https://www.sbnation.com/mlb/2014/6/14/5810778/jimmy-rollins-breaks-phillies-hits-record|website=SBNation.com|publisher=Vox Media|access-date=July 16, 2014|date=June 14, 2014|archive-date=July 13, 2014|archive-url=https://web.archive.org/web/20140713131540/http://www.sbnation.com/mlb/2014/6/14/5810778/jimmy-rollins-breaks-phillies-hits-record|url-status=live}}

A "supreme defensive shortstop", Rollins won four Gold Glove Awards, and only Omar Vizquel has a better fielding percentage among shortstops who played at least 10 seasons. Rollins attributes some of his defensive prowess to experience, noting that he played in MLB for a long enough time to know most hitters' tendencies and to learn how to read swings, both of which helped him appropriately position himself to get to as many balls as possible.{{cite web|last1=Laurila|first1=David|title=Q&A: Jimmy Rollins, supreme defensive shortstop|url=http://www.fangraphs.com/blogs/qa-jimmy-rollins-supreme-defensive-shortstop/|website=FanGraphs Baseball|publisher=FanGraphs|access-date=June 20, 2014|date=May 31, 2013|archive-date=August 8, 2014|archive-url=https://web.archive.org/web/20140808081934/http://www.fangraphs.com/blogs/qa-jimmy-rollins-supreme-defensive-shortstop/|url-status=live}} In their 2011 season preview, Lindy's Sports commented that Rollins was an upper-echelon shortstop "with soft hands, excellent agility and plus range left and right" and praised his strong throwing arm, especially from the hole.{{cite book|title=Lindy's Sports Baseball 2011 Preview|date=Spring 2011|publisher=Lindy's Sports Annuals|location=Birmingham, Alabama|page=149|author1=Baggerly, Andrew |author2=Caple, Jim |author3=Crasnick, Jerry |editor1=Davis, J. Lindy |editor2=O'Neill, Shane |chapter=Philadelphia Phillies|display-authors=etal}}

Rollins was included on the ballot for the National Baseball Hall of Fame class of {{bhofy|2022}} when it was announced on November 22, 2021.{{cite news |url=https://www.mlb.com/news/2022-hall-of-fame-ballot-mlb |title=Every player making HOF ballot debut in '22 |first=Manny |last=Randhawa |website=MLB.com |date=November 22, 2021 |access-date=November 22, 2021}} He received Hall of Fame votes on 9.4% of the ballots in his first year of eligibility, falling well short of election to the Hall of Fame. In 2023, this percentage rose to 12.9%.

Rollins resides in the Tampa, Florida, area{{cite news |url=http://www.csnbayarea.com/giants/jimmy-rollins-ready-new-role-and-one-more-shot-october |title=Jimmy Rollins Ready for a New Role, And One More Shot at October |first=Alex |last=Pavlovic |date=February 15, 2017 |work=CSN Bay Area |access-date=February 16, 2017 |archive-date=February 15, 2017 |archive-url=https://web.archive.org/web/20170215214400/http://www.csnbayarea.com/giants/jimmy-rollins-ready-new-role-and-one-more-shot-october |url-status=live }} and is married to Johari Smith. They were married on January 23, 2010, in the Cayman Islands.{{cite news|title=World Series buzz: Rollins' celebrity girlfriend takes cake|url=http://www.newsday.com/sports/baseball/yankees/world-series-buzz-rollins-celebrity-girlfriend-takes-cake-1.1550545|access-date=April 6, 2014|newspaper=Newsday|date=October 26, 2009|author=Rieber, Anthony|author2=Baumbach, Jim|location=New York City|archive-date=April 7, 2014|archive-url=https://web.archive.org/web/20140407102555/http://www.newsday.com/sports/baseball/yankees/world-series-buzz-rollins-celebrity-girlfriend-takes-cake-1.1550545|url-status=live}} On May 21, 2012, Johari gave birth to the couple's first daughter, Camryn Drew Rollins.{{cite news|last=Eichel|first=Molly|title=A baby girl, Camryn Drew, for Jimmy Rollins, wife Johari|url=http://articles.philly.com/2012-05-24/entertainment/31826904_1_baby-girl-pitbull-emmys|access-date=April 6, 2014|newspaper=The Philadelphia Inquirer|date=May 24, 2012|archive-date=March 4, 2016|archive-url=https://web.archive.org/web/20160304063725/http://articles.philly.com/2012-05-24/entertainment/31826904_1_baby-girl-pitbull-emmys|url-status=dead}} Their second daughter, Logan Aliya, was born in early April 2014.{{cite web|title=Rollins returns after birth of daughter|url=http://mlb.mlb.com/news/article.jsp?ymd=20140405&content_id=71039118¬ebook_id=71045682&vkey=notebook_phi&c_id=phi|work=phillies.com: News|publisher=MLB Advanced Media|access-date=April 13, 2014|author=Zolecki, Todd|author2=Popely, Joe|date=April 5, 2014|archive-date=April 8, 2014|archive-url=https://web.archive.org/web/20140408134653/http://mlb.mlb.com/news/article.jsp?ymd=20140405&content_id=71039118¬ebook_id=71045682&vkey=notebook_phi&c_id=phi|url-status=live}} When he played for the Phillies, Rollins resided in Woolwich Township, New Jersey.{{cite news|last=Wolfe|first=Jeff|title=Rollins hits home with dedication of rehabilitation center for pets|url=http://www.newtownpress.com/ARCHIVES-2013/new_town_press_nj_news.0513.htm|access-date=April 6, 2014|newspaper=Newtown Press|date=August 2, 2013|archive-url=https://web.archive.org/web/20140407101821/http://www.newtownpress.com/ARCHIVES-2013/new_town_press_nj_news.0513.htm|archive-date=April 7, 2014}} Osiris Johnson, a cousin of Rollins, is also a baseball player, and was drafted in the second round, 37th overall in the 2018 draft by the Miami Marlins.{{Cite web |url=https://www.mlb.com/news/baseball-legacies-in-mlb-draft/c-279859128 |title=Baseball legacies in MLB Draft {{!}} MLB.com |website=MLB.com |access-date=June 5, 2018 |archive-date=June 12, 2018 |archive-url=https://web.archive.org/web/20180612162158/https://www.mlb.com/news/baseball-legacies-in-mlb-draft/c-279859128 |url-status=live }}

An active philanthropist, Rollins and his wife Johari have participated in several charitable endeavors including the creation of The Johari & Jimmy Rollins Center for Animal Rehabilitation, which is located in Woolwich Township, New Jersey, and provides several medical rehabilitation services for animals{{cite news|title=Jimmy Rollins opens veterinary center in Gloucester County|url=http://www.nj.com/gloucester-county/index.ssf/2013/04/jimmy_rollins_opens_veterinary.html|access-date=April 6, 2014|newspaper=South Jersey Times|date=April 20, 2013|archive-date=April 7, 2014|archive-url=https://web.archive.org/web/20140407102018/http://www.nj.com/gloucester-county/index.ssf/2013/04/jimmy_rollins_opens_veterinary.html|url-status=live}} and an annual BaseBOWL charity bowling tournament to benefit the Arthritis Foundation.{{cite web|last=Kaplan|first=Jake|title=Jimmy Rollins' BaseBOWL tournament helps raise funds|url=http://philadelphia.phillies.mlb.com/news/article.jsp?ymd=20120809&content_id=36423904&vkey=news_phi&c_id=phi|work=phillies.com: News|publisher=MLB Advanced Media|access-date=April 6, 2014|date=August 9, 2012|archive-date=April 7, 2014|archive-url=https://web.archive.org/web/20140407084014/http://philadelphia.phillies.mlb.com/news/article.jsp?ymd=20120809&content_id=36423904&vkey=news_phi&c_id=phi|url-status=dead}} Rollins is also active politically and campaigned for Barack Obama in the 2008 presidential election.{{cite news|url=https://www.theguardian.com/sport/2009/feb/01/us-sport-barack-obama|title=What Obama means to me|last=Rollins|first=Jimmy|date=February 1, 2009|newspaper=The Guardian|location=Great Britain|access-date=September 30, 2009|archive-date=September 6, 2013|archive-url=https://web.archive.org/web/20130906042439/http://www.theguardian.com/sport/2009/feb/01/us-sport-barack-obama|url-status=live}} In 2020, he supported Bernie Sanders for president. {{citation needed|date=September 2020}}

Rollins is an investor for esports team NRG Esports.{{Cite web |url=http://www.lazygamer.net/esports/eleague-brought-back-shaqs-memorable-acting-skills/ |title=ELEAGUE have brought back Shaq's memorable acting skills |date=May 18, 2016 |access-date=May 18, 2016 |archive-date=May 19, 2016 |archive-url=https://web.archive.org/web/20160519110503/http://www.lazygamer.net/esports/eleague-brought-back-shaqs-memorable-acting-skills/ |url-status=live }}

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