Stratton is a musician and blogger, but he makes his living managing apartment units and retail space in a suburban neighborhood outside of his hometown of Cleveland, Ohio. He prefers to call himself a "landlord-musician."
Stratton's first piece for City Journal, a quirky essay called "The Landlord’s Tale," appeared in 2012. "Everybody hates landlords," Stratton writes. "Nobody paid rent as a child, so people think they should live free as adults, too."