Miles is also a playwright.
He is the co-writer, with Allison Frasca, of Czar, a screwball horror comedy play about government bureaucracy and rats. Czar had developmental workshops at Loading Dock Theatre and The Dramatists Guild in 2025.
His play The Pitch was included as part of the "Plays and Pizza" series in NYC on June 18th, 2018.
His play Sex & Other Vices was produced at Kenyon College.
"Sex & Other Vices outlines and even, in a sense, defines what it means to be a student and a person of our generation, and the virtues and vices that influence our choices. You’ll laugh, you’ll think and you’ll realize that humor is one of many ways out of the grip of vices." - Nina Zimmerman, The Kenyon Thrill
His play Even the Losers Get Lucky Sometimes was performed at the Bristol Old Vic Theatre School as part of their annual "Write Night," directed by Katharine Farmer.
He also has two short stories published on the popular website creepypasta: