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Recent Episodes
Dom Solesky: Going Viral, Getting Signed, Brand Deals, Just for Laughs & Still Doing Construction
Dom Solesky returns to If This Doesn’t Work… to talk about going viral, getting recognized in public, landing brand deals, getting management with Brillstein, and preparing for a Just for Laughs New…
She Went From Jail & Addiction to Owning a Skydiving Company | If This Doesn’t Work…
Jean-Marie Rose Pfeifer joins If This Doesn’t Work… for one of the wildest life stories we’ve heard on the podcast.We talk about addiction, jail, recovery, rebuilding her life, plant medicine,…
From Addiction to Beauty Entrepreneur | Davey Cook of True Colors Beauty Co | If This Doesn’t Work
Davey Cook from True Colors Beauty Co stopped by If This Doesn’t Work for a conversation that went way deeper than beauty and business. We got into addiction recovery, grief, family,…
Matt Brown on Kill Tony, Dark Family Trauma & Why Most Comics Suck | If This Doesn't Work...
Matt Brown joins If This Doesn’t Work… for one of our wildest episodes yet. We get into his Kill Tony experience, what it’s actually like waiting in that bucket-pull chaos, why the Austin comedy…
Tommy Sinbazo on LARPING, D&D, Robots, Metal, B.U.S.S.I. & Baltimore Comedy | If This Doesn’t Work
Tommy Sinbazo might be one of the most interesting guests we’ve had on If This Doesn’t Work...Baltimore comedian, musician, builder, proud geek, and the man behind the band B.U.S.S.I. sits down with…
Najee Thrash & Josh Grimes Get Unhinged: AI, UFC, Epstein Files, Dune & Smelling Salts
Najee Thrash and Josh Grimes join If This Doesn’t Work… for a wild one that somehow covers relationship surveillance, peptides, dating gurus, UFC, Dune, Epstein files, AI, body cam footage, video…
98 Rock’s Justin Schlegel on Radio Chaos, Comedy, Cancellations & Baltimore Stories | ITDW Podcast
Justin Schlegel from 98 Rock joins us for one of the funniest episodes we’ve done.We get into his early radio grind, overnight shifts, working multiple jobs with zero sleep, and the insane format…
Na’im Ali Went From “Quit Comedy?” to Shane Gillis Shows (Wild Stories)
Na’im Ali pulled up and we got into the real comedian emotional rollercoaster: bombing so hard you question your whole life… then the next week you’re on top of the world.We talk Skankfest excess,…
Justin Wants a Brazilian Wax (and We Spiraled)
Mo Noor pulls up and we immediately derail into self-care, Brazilian wax logistics, and the uncomfortable truth that everything is over-sexualized in 2026, and even “fluff the rice.”We get into:The…
ER Ball Pain Turned Into the Weirdest Doctor Story Ever (Roberto Reed)
Roberto Reed pulls up and this episode immediately goes off the rails. From ball pain horror stories to body cam footage obsession, comedy origin stories, therapy debates, and the kind of riffs you…
Nitres Tha Veteran: Why Most “Independent Artists” Aren’t Doing Business | If This Doesn’t Work…
Nitres Tha Veteran pulls up to If This Doesn’t Work… to talk about the real meaning of being independent, why “ownership” doesn’t matter if you have nothing worth owning, and how most artists are…
Bird People Are Freaks + Other Unhinged Takes (Chris Randolph)
Comedian Chris Randolph joins If This Doesn’t Work… for an episode that somehow hits everything: comedy scene honesty, weird jobs, “pet bird” psychopath energy, conspiracy rabbit holes (Mud Flood),…
Ray Wroten (Bond & Bentley) on Touring Chaos, Trivia Nights, and Rebuilding Old Songs
Ray Wroten from Bond & Bentley pulls up to the studio to talk touring, local Maryland venues, why the band re-recorded fan-favorite songs instead of “remastering,” and how recording live in the…
TMZ Baltimore on Going Viral, Rebuilding 11 Pages, and His Near-Death Story | If This Doesn’t Work…
TMZ Baltimore (YC) pulls up to If This Doesn’t Work… to talk about building Baltimore’s biggest blog/vlog page, going viral during the pandemic, rebuilding the page 11 times, and why he switched from…
Baltimore Comedian Bam Jacobs: Arrested for Stealing Chocolate Milk + Chuck E. Cheese Horror Stories
Baltimore comedian Bam Jacobs pulls up for a chaotic episode: stage name origin, growing up Baltimore/Bel Air, Chuck E. Cheese stories, getting arrested for stealing chocolate milk, comedy writing vs…
The Walking Flame: Annapolis Rapper, OCD, & Building a Real Brand | If This Doesn’t Work…
If This Doesn’t Work… is back! and this one’s for the DMV.We’re joined by The Walking Flame, a rapper from Annapolis, Maryland, to talk about building a real brand, learning to record + mix at home,…
Dre 91 on Therapy, Staying Authentic, & Why Love Is the Highest Vibration | If This Doesn't Work...
Dre 91 (Retro Since 91) pulled up and this one went everywhere. From not caring about metrics, to therapy + divorce, to why love is a higher vibration than authenticity, to “brain rot” guilty…
Rice Is Overrated & Crowd Work Is Lazy, Adam Freesman Gets Uncomfortably Honest
Standup comedian Adam Freesman joins If This Doesn’t Work… for a fully unhinged hang. We talk about how he went from a Division 1 track & field thrower to a Baltimore comic, getting guns pulled…
Reed Dollaz: Battle Rap Dogfights, Eminem Co-Sign & Why Authenticity Still Matters Ep.100
Philly legend Reed Dollaz pulls up for Episode 100 of If This Doesn’t Work… and gives us a full timeline, from juvenile placement and “Too Raw for the Streets” VHS & DVDs to URL stages, Eminem’s…
Hood Vlogs, Overdoses & Going Viral: TYTY2900 Taps In
Baltimore’s own TYTY2900 pulls up for his first-ever podcast interview and taps in about hood vlogs, jail, fatherhood, and turning real life in the trenches into YouTube content.We talk about growing…
Frequently Asked Questions
If This Doesn’t Work… has published 222 episodes since April 2018, covering topics in Comedy.
If This Doesn’t Work… is currently highly active with new episodes weekly. Average episode length is 1h 14m.
Sign up on Grep.FM to access contact details for If This Doesn’t Work…, including email and social media links.
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