Amanda Shires is a Texas-born singer/songwriter who got her start at 15 when she joined Bob Wills & His Texas Playboys on fiddle. After starting her solo career in 2005, Shires continued to play with a number of other bands including her husband Jason Isbell's band, the 400 Unit. In 2019, she started the all-female country supergroup The Highwomen, which includes Brandi Carlile, Natalie Hemby and Maren Morris.

After the 2022 release of Amanda Shires’ seventh solo album, Take It Like A Man, she released an album of covers with the late Bobbie Nelson—who’s primarily known for playing piano in her younger brother Willie Nelson’s band. Amanda initially enlisted Bobbie to play on her version of Willie’s classic, “You Were Always On My Mind,” but they continued to record together. The resulting collection of songs became the album Loving You, which was released this past June, nearly a year after Bobbie’s death.

On today’s episode Justin Richmond talks to Amanda Shires about Bobbie Nelson’s unfortunate start in the music business. Amanda also talks about why she feels more comfortable singing about society’s big issues alongside The Highwomen. And she remembers the time she went to Vegas and gambled away all her band’s tour money—only to win it all back after playing craps through the night.

You can hear a playlist of some of our favorite Amanda Shires songs HERE.