According to Forbes, Keith pulled in $65 million this year thanks to his I Love This Bar And Grill restaurants, a multimillion-dollar endorsement deal with Ford, his own Wild Shot mescal and the acts he signs to his Show Dog label.

"I can put them on that 30-city tour. I don't have to look for a place to play. It's cost-effective as crap," he told Forbes. "They're in Toby's house. They're drinking Toby's liquor. That's Toby's act. And then we're moving to the next town."