“Check Cashin' Country” is the second track off of Midland’s debut EP, the Midland EP. The song talks about the struggles and sacrifices of the band on their journey to fame, and specifically about the long road trips and time spent away from family as they pursued their dream.

Speaking to Sounds Like Nashville, band member and singer Mark Wystrach said this:

The song’s just a peep into what it’s like being any kind of band, really, but in particular a honkytonk kind of country rock-and-roll band, as we are. It’s not easy when you go all chips in. Number one, it’s a business. You’ve got to find a way to be able to pay for your drummer and your lead guitarist and…get the gas and a motel and you’re booking your own shows, you’re recording it. You’re doing everything. We’re not making any money. It’s tough. It’s a really tough burn and you’re hauling your own gear. You’re getting in fights at some of these honkytonks. You’re breaking up fights. It’s crazy. It’s been a really wild ride, man.

Speaking specifically about their road trips around the country:

Touring in Cameron’s [band member] F-250, which was breaking down half the time. You got all your gear in the back because we couldn’t afford to rent a U-Haul for this five, six day run where you’re playing five shows in five days.”

Bassist Cameron Duddy then added:

It’s chips in. You know? All your chips. There’s no way to do it halfway. I had to quit doing what I was doing. Everyone quit all their shit and this is it, all the chips in. If it fails, then we could say that we tried. You know what I mean ….. When we go all the way, there are a lot of sacrifices that you make. You know what I mean? It takes its toll. ‘Check Cashin’ Country’ is just a glimpse of a band on the road.