Bluegrass surfaces again on the traditional "Deep Dark Holler" with the Nitty Gritty Dirt Band, who also back Yoakam on the Flying Burrito Brothers’s "Wheels."

He does a typically stellar job of interpreting songs by legendary country artists like Webb Pierce ("If You Were Me (And I Were You)"), Waylon Jennings ("Stop the World (And Let Me Off)"), and Johnny Cash ("Understand Your Man").

Other songs have a more contemporary sound, like the duet "Waiting," which Yoakam wrote with Deana Carter for her 2002 release I’m Just a Girl and boasts a George Harrison-Traveling Wilburys slide guitar solo.

Yoakam was also a guest on Heather Myles’s LP Sweet Talk and Good Lies the same year, sharing vocal duties on the mariachi-flavoured Vegas wedding song "Little Chapel."

Mark Deming of AllMusic opines, "Few if any major country artists of the 1980s and '90s had as consistent a run of strong recordings as Dwight Yoakam, and this compilation proves that even the material he gave away was better than what most of his peers were sending out as top-shelf product.