"How Can I Help You Say Goodbye" is a song written by Karen Taylor-Good and Burton Banks Collins. It was first recorded by American country music singer Patty Loveless for her 1993 album, Only What I Feel and released in March 1994 as the fourth single. A version by American singer, songwriter, and actress Laura Branigan was released later the same year on her final studio album, Over My Heart, also being released as a single. The song was later included on Branigan's 1995 greatest hits album, The Best of Branigan.

Patty Loveless is an American country music singer. She began performing in her teenaged years before signing her first recording contract with MCA Records' Nashville division in 1985. While her first few releases were unsuccessful, she broke through by decade's end with a cover of George Jones's "If My Heart Had Windows". Loveless issued five albums on MCA before moving to Epic Records in 1993, where she released nine more albums. Four of her albums—Honky Tonk Angel, Only What I Feel, When Fallen Angels Fly, and The Trouble with the Truth—are certified platinum in the United States. Loveless has charted 44 singles on the Billboard Hot Country Songs charts, including five which reached number one: "Timber, I'm Falling in Love", "Chains", "Blame It on Your Heart", "You Can Feel Bad", and "Lonely Too Long".