Helplessly, Hopelessly

{{Infobox song

| name = Helplessly, Hopelessly

| cover =

| alt =

| type = single

| artist = Jessica Andrews

| album = Who I Am

| released = June 9, 2001

| format =

| recorded =

| studio =

| venue =

| genre = Country

| length = 3:59

| label = DreamWorks

| writer = Brett James, Troy Verges

| producer = Byron Gallimore

| prev_title = Who I Am

| prev_year = 2000

| next_title = Karma

| next_year = 2002

}}

"Helplessly, Hopelessly" is a song recorded by American country music artist Jessica Andrews. It was released in June 2001 as the second single from the album Who I Am. The song reached #31 on the Billboard Hot Country Singles & Tracks chart.{{cite book |title= Hot Country Songs: 1944-2012, Eighth edition|last=Whitburn |first=Joel |author-link=Joel Whitburn |publisher=Record Research |year=2013 |page=24}} The song was written by Brett James and Troy Verges.