The American singer makes us cry even when he’s trying to be a good guy.
“I’ll be the S.O.B. / If that’s what you need from me / Then you don’t have to love anymore,” he sang in 2011 , and damn, it’s heartbreaking.
“So You Don’t Have To Love Me Anymore” is just one of the 12 sad songs that make up this list of his most heartbreaking songs of all time. . Hits like “Drive (for Daddy Gene)” and “Remember When” sold a lot of Kleenex. The same goes for “Where You Were You When the World Stopped Turning,” Jackson’s tribute to 9/11.
Dig a little deeper to find a devastating loss in “Blue Ridge Mountain Song, a song that seems to find its emotional depth during a jarring third verse, only to see Jackson turn to sharpen his blade once more.”The Older I Get” and “Bluebird” are two more sadly lesser-known songs from Jackson’s catalog, while “Sissy’s Song” and “Monday Morning Church” are 21st-century reminders of how you can drive home the lyrics. “You left my heart empty like a church Monday morning,” Jackson sings during this tragic song from What I Do.
Fans know these songs are pivotal to Jackson’s Hall of Fame career, but he also had a secret weapon. . This “untouchable” is the subject of an episode of the podcast Secret History of Country Music in Taste of Country and where podcast.
