Bobby returns to the podcast after a month-long hiatus with a delightful chaos of stories from life on the road. Recorded outdoors in Bakersfield, California—a city where "everything's on fire" and the famous nu-metal band Korn (with that backward "R") originated—this episode captures the beautiful mayhem of a comedian's touring life.

From waking up in panic not knowing which city he's in, to the surprising contentment that comes with being "literally homeless and having the time of my life," Bobby shares a refreshingly honest perspective on choosing adventure over conventional adulthood. The contrast between friends with mortgages and his nomadic existence creates a fascinating exploration of different paths to happiness.

The episode weaves through recent adventures in Cleveland (where the clubs are getting too loud for his advancing age), beach trips with friends, and the peculiar experience of being complimented by strangers simply for walking with "babes." Bobby's stream-of-consciousness style leads to hilarious tangents about microphones that have seen better days, the geography of Batman's Gotham City, and the puzzling invention of Pokéballs.

Looking forward, Bobby announces his upcoming headline show in St. Louis on June 20th, his plans to see Story of the Year perform, and his first-ever international trip to Canada—where he'll ironically be celebrating the 4th of July. His genuine excitement about these experiences reminds us that sometimes the most fulfilling life isn't found in stability, but in embracing the unknown.

Subscribe, share with friends, and catch Bobby's headline show at St. Louis Helium Comedy Club on June 20th!

Freedom calls from the wide-open road as Bobby makes a life-changing decision to abandon apartment living and embrace nomadic comedy life. After a frustrating apartment hunt culminating in a deceptive 15-month lease attempt, Bobby walks away from conventional housing altogether in favor of living out of his car while touring the country.

This raw, honest episode captures the moment of transition as Bobby prepares to leave his Austin apartment for good. He calculates that out of the thirteen months he's paid rent, he's only spent about four to six months actually living there—a realization that makes his decision surprisingly clear. With characteristic humor, he recounts the apartment hunting nightmare: misleading agents, occupied apartments being shown by mistake, and the final straw of a suspiciously long lease term that sent him literally running for the door.

The conversation shifts to his unexpected back injury (pulled while coughing—the same thing that happened during his last move) and ambitious plans for the road. Between dreams of buying a dirt bike before securing housing and reflections on creative focus, Bobby shares a surprisingly philosophical perspective on choosing freedom over stability. "Anytime I've ever slept in my car, I always just feel like I'm doing the thing I've always wanted to do," he confesses, revealing how this seemingly radical choice actually aligns perfectly with his values and aspirations.

Whether you've ever questioned conventional life choices or simply enjoy Bobby's unique perspective on the comedy lifestyle, this episode offers both laughs and genuine inspiration. Check out his upcoming tour dates in Cleveland (May 30-31) and Austin (June 6-7), and consider supporting his Patreon for just a dollar—he'll even send you stickers from the road!

Strap in for a wild ride as Bobby takes you on his recent adventure to New Jersey, where what started as a surprise appearance at his friend Venetia's 30th birthday spiraled into a week-long celebration that defied all expectations. From the moment he revealed himself on the balcony (causing tears of joy) to the hibachi dinner complete with sake squirted from water guns, every moment pushed the boundaries of adult fun.

The Atlantic Ocean beckoned at midnight, frigid and foreboding, yet impossible to resist. Bobby recounts his reluctant plunge alongside his fearless friend Dom, capturing that perfect blend of regret and exhilaration that comes with doing something simultaneously stupid and memorable. Then there was Atlantic City's water park, where grown adults rediscovered childlike joy on slides that delivered unexpected thrills, punctuated by Bobby's humbling attempt at simulated surfing that ended with spectacular failure.

In perhaps the most surprising turn, Bobby found himself transformed into Britney Spears for a 2000s-themed party, where his costume became so convincing that partygoers bypassed his comedian credentials entirely: "We don't give a flying fuck about that. You're Britney Spears." Against this backdrop of unbridled fun, Bobby contemplates his return to reality—an emptying apartment, potential homelessness, and big decisions about his living situation. Yet through it all runs a thread of wisdom about embracing change and pushing through discomfort rather than avoiding it.

Ready for more Bobby adventures? Catch him in Cleveland at Don't Tell Comedy (May 30-31) and headlining the Velveeta Room in Austin (June 6-7). Come witness this comedian who might technically be homeless while performing—unless you want him going back to firefighting. Because as he warns, you won't be laughing when he's the one coming to save you from a burning building.