Azar debuted in 1996 with the album Heartbreak on the former River North Records, which charted two of its three singles on Billboard Hot Country Songs in 1996.

2002's Waitin' on Joe, released on Mercury Records, accounted for his highest-charting single, "I Don't Have to Be Me ('til Monday)", which went to number 2 on Hot Country Songs and number 35 on the Billboard Hot 100 that year.

After being sidelined with a cyst on his vocal cords, he charted his last Mercury release "Doin' It Right" in 2005.

His independent releases are Indianola (2008), Slide On Over Here (2009), Delta Soul: Volume 1 (2011), Down at the Liquor Store (2017), and My Mississippi Reunion (2020).

Down at the Liquor Store was recorded in collaboration with various backing musicians for B.