"[5] Sarah Rodman of The Boston Globe also praised Learn to Live, calling the single, "Alright," an "essential" track.

Erlewine frequently compared the album to Hootie & the Blowfish's Cracked Rear View, saying that the material was, "written with Rucker in mind, not a jam band, they're more pop in form and feel than anything he's done since."

Erlewine then stated, "...these songs aren't knockouts, but they're friendly and comfortable, the kind of sturdy roots-pop that seems like it'd be easy to pull off but must not be, as this delicate balance of conversational melody and guy-next-door appeal has proven elusive to Rucker for over a decade now.

Critic, Jon Caramanica found Rucker to be "well-suited" to country music and called the tracks, "impressively eclectic and sharply written."

The song became Rucker's first number one single by September 2008, becoming the first African-American country artist to have a major hit since Charley Pride in the 1980s.

[15] On September 8, 2009, the album's fourth and final single, "History in the Making," was released, debuting at #51 on the Billboard country chart,[16] and went on to be an additional Top Five hit.