Dustin Callahan- A Heavy Hike: From the Projects to Kill Tony

Dustin Callahan- A Heavy Hike: From the Projects to Kill Tony

Comedian Dustin Callahan stops by Average Until You Ask and proves “average” is never the full story. From growing up in the Joe Johnson Projects to the Marine Corps, FBI interviews, a civil engineering degree, and finally a leap into stand-up—Dustin’s path is wild, honest, and hilarious. We talk bombing vs. winning, writing jokes on a giant board, the Kill Tony bucket-pull pressure, and why he “hikes” (apparently). Plus: Dominican-wife pranks, tiger-cage stories, and the irrational fear we all forgot about—quicksand.

Dr. Dubs

What does it really take to become an orthopedic surgeon? In this episode, we walk through the journey from deciding to go all in on orthopedics to finally landing the job. We share stories from the highs and lows of training, including the chaos of Match Day, the relentless hours spent in the hospital, and the experiences that shape surgeons long before they ever operate independently. Honest, insightful, and real, this conversation pulls back the curtain on the path to orthopedic surgery.

The Erny Brothers- We Turned Out Fine (Mostly)

In this episode of Average Until You Ask, Shaun returns—and this time, he brings his brother Chris. What follows is a no-holds-barred trip through their shared childhood, packed with legendary “Big Man” lessons, brown liquor trauma, runaway road trips, and a father whose discipline involved jogging around the block in the dead of winter. From Southern Comfort disasters, hitchhikers, private planes, and a mother whose wrath was as fierce as her love, the Erny brothers prove that growing up was anything but average. It’s funny, raw, uncomfortable, and deeply human—a lifetime of family stories, brotherhood, and hard-earned perspective, told exactly the way it happened.

Average Until We Look Back- Our First Reflection

This episode flips the script. Instead of a guest, the hosts of Average Until You Ask look back on the moments, stories, and surprises that made the show what it is so far. From laugh-out-loud highlights and unforgettable guests to personal shout-outs and goals looking ahead, it’s an unscripted, honest reflection on why no one’s ever truly average.

Bo Cowan- Shout Outs, Adam Ray, Strip Club Tomahawks, and Autism

Shout Out Energy runs high in this episode of Average Until You Ask. What started as a normal night at a comedy show turned into an unexpected moment when Bo Cowan — a stand-up comic, storyteller, and professional shout-out machine — got pulled from the crowd and invited on stage by headliner Adam Ray. From bombing open mics and late-night sets to masking, grinding, and finding your voice, Bo walks us through the realities of chasing comedy before you’re “ready.” Along the way, we talk crowd work, comedy culture, autism, confidence, missed signals, and the strange magic of being in the right room at the right time. Shout out the grind. Shout out the hoodie. Shout out everyone who’s ever taken a shot they didn’t think they’d get.