PODCAST · comedy
If This Doesn’t Work…
by Justin Anderson
I’m just doing this podcast so people talk to me and I don’t become a domestic terrorist. It really doesn’t have a subject or through-line. It’s just chaotic rambling.Justin IG: thejustintimee
Episodes
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Umar Khan: Why Being Famous Isn't Worth It
Comedian Umar Khan returns to If This Doesn't Work… after two years of touring, performing with some of comedy's biggest names, and figuring out what actually matters in life.Umar talks about traveling through Australia and New Zealand with Mark Normand, his early days alongside Stavros Halkias,...
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I Became Addicted to Being a Criminal | Menace Monroe
Baltimore rapper Menace Monroe says the streets didn’t choose him, he chose them. After entering the juvenile system as a kid, serving multiple prison sentences and coming home again this year, Menace is trying to build a life that doesn’t end with another bid.Menace joins Justin to discuss...
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He Had to Become Someone Else | Jeff “Chippy” Taylor Jr.
Jeff “Chippy” Taylor Jr. came in ready to talk about change and ended up telling a much bigger story.At his heaviest, Chippy was 465 pounds. He lost more than 100 pounds, found running, battled depression and anxiety, checked himself into a psychiatric hospital, went through broken relationships...
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You Have to Be Delusional to Do Stand-Up | Bam Jacobs & Dom Solesky
Bam Jacobs won McGooby’s New Comedian of the Year. Dom Solesky got second and seems to be processing it beautifully.Bam and Dom return to talk about comedy competitions, Dom’s JFL audition, disastrous New York trips, bombing in the wrong room, the delusion required to keep doing stand-up, public...
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We Built a Live Fact-Checker. It Immediately Lied to Us.
Check Out the Website: https://if-this-doesnt-work.pages.dev/Justin and Mike are back for a two-man episode that starts with one surprisingly serious question: why is saying “I love you” so much harder than just saying “love you”?Then everything falls apart.This week we're digging into the Ig…
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Mo Noor Got Way Too Honest | Therapy, Men’s Groups & Bad Decisions
Mo Noor is back, and somehow this turns into therapy again.We get into men’s groups, why chaos can feel normal, comedy, relationships, weird childhood memories, cult-ish behavior, sexual awakenings, and the kind of personal shit that probably wasn’t supposed to come up on a podcast.Mo also talks...
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607 Unc on Wack 100, Charleston White & Why Marriage Is Prison
Justin went to Las Vegas and sat down with 607 Unc for another conversation that immediately went somewhere nobody could have predicted.Unc talks about the Wack 100 confrontation, his relationship with Charleston White, why internet “content” can become genuinely dangerous, why he considers...
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His Bar Got So Popular He Bought the Competition | Melvin Daniels
Melvin Daniels went from being one of Federal Hill’s most dedicated customers to owning Mugshots, Locals Only and Wanna Smash. He explains how he opened a bar with no industry experience, why Mugshots found an audience other bars were overlooking, and how its success changed the business around...
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The “Rock Star Lifestyle” Came Before the Band | Nick Troisi of Omen Skye
Before Nick Troisi ever became the vocalist of Omen Skye, he spent years living what he calls the “rock-star lifestyle” without actually having the band. He joins Justin and Mike to talk about addiction, getting sober, learning to scream in his car and finally using the musical potential he…
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I Hiked Iceland for 6 Days With a 50-Pound Pack | Chris Carroll
Justin came back from six days hiking Iceland with roughly 50 pounds on his back, a damaged knee and one important realization: he might not actually be a hiker. Justin’s cousin Chris Carroll joins Mike and Justin to talk about Iceland’s volcanic terrain, sulfur clouds, crowded hiking huts,...
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He Found a Man Unconscious Then Grabbed a Yoo-hoo | Mike Nauton
Mike Nauton found a man unconscious in a gas-station parking lot and somehow a Yoo-hoo became part of the story.A longtime friend joins Justin and Mike to talk about growing up as a neighborhood knucklehead, becoming a father and provider, working in the cell-tower industry, unexpected encounters...
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The Air Force Was Worse Than Jail | KC Nicholson
KC (Kasey) joins Justin to tell the full nightmare-room story, explain how an acid-fueled house party led to a raid and cocaine charges she says were eventually dismissed, and confess the Air Force incident she believes should have gotten her kicked out. They also get into parenting anxiety,...
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King Yella on Getting Baptized, Lil Durk & Why He Had to Change
King Yella joins Justin Anderson in Las Vegas for a raw conversation about getting baptized, feeling like a dark cloud had followed him from the streets, and finally taking steps to change his life.He speaks about trauma and self-medication, turning down a drink for the first time, prison,...
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607 Unc Says He Died 5 Times and Switched Timelines
607 Unc came through and turned the podcast into a broken TV signal from another timeline.We talked about downloads, timelines, gut-brain theories, food programming, linen sheets, dreams, attention, YSL vs OTF, Crip Mac, Adam22, piss therapy, love, death, and whether any of us actually exist.This...
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Karan Singh on Kash Patel, Bad Jobs & the Meanest Grandma Ever | If This Doesn’t Work... Podcast
Comedian Karan Singh joins Justin for one of those episodes that starts with a name pronunciation and somehow ends up in Virginia Tech crime stories, Kash Patel impressions, plastic surgery office chaos, dating apps, bad jobs, local comedy, family expectations, and possibly the meanest grandma...
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Steve Huber on 100.7 The Bay’s End, 98 Rock Stories & What Comes Next
Steve Huber of 100.7 The Bay joins If This Doesn’t Work… for a long, honest conversation about Baltimore radio, growing up on a farm, starting at 98 Rock as an intern, becoming a music director, moving to 100.7 The Bay, and what happens when the station you helped build gets sold.Huber talks…
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Skyy Royal on Spiritual Massage, Dead Bodies & the Matrix
Skyy Royal is back on If This Doesn’t Work… and somehow this episode starts with grief, turns into a conversation about spiritual massage, and ends up somewhere between the Matrix, Bigfoot, aliens, meat being dead bodies, and whether the world is a “dimensional threshold.”Skyy talks about losing...
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Matt Pennington on Bad Drugs, Worse Decisions & the Internet
Comedian Matt Pennington returns to If This Doesn’t Work… for a conversation that somehow moves from internet arguments and dispensary customers to childhood Adderall, getting arrested with mushrooms, cocaine heart-rate experiments, fear of looking cringey, and one of the best period-sex…
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Would Your Mom Take You to a Drug Deal? | Mert Wolf
Comedian Mert Wolf joins If This Doesn’t Work… for a conversation that starts with whether his mom would help with a drug deal and somehow gets stranger from there.Mert talks about growing up in Turkey, moving to America, legally choosing the last name Wolf, accidentally calling 911 during an...
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The Comic Who Broke Facebook | Steve Hofstetter
We still can’t believe this happened.On May 8th, we got to sit down with comedian Steve Hofstetter in the greenroom at Baltimore Soundstage before his show. Steve was insanely generous with his time, and the whole thing felt surreal; walking backstage, sitting behind the curtain, and getting a…
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He Called the Cops on His Competition?! | Luca Spinoso
Comedian Luca Spinoso joins If This Doesn’t Work… for one of the wildest episodes we’ve had in a while. Luca talks about growing up between Florida and Maryland, his chaotic childhood, the stepmom from hell, getting stabbed while working as a bouncer, battling addiction, getting sober, becoming a...
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A 9-Year-Old Took Over Our Podcast and Roasted Everyone
This week on If This Doesn’t Work… we handed the microphone to our friend’s 9-year-old daughter and let her answer the kind of questions most adults can’t even handle.What followed was part Kids Say the Darndest Things, part tiny roast battle, part accidental philosophy seminar. Harleigh explains...
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Caitlin Austin’s Life Sounds Made Up… But It’s Somehow Real | If This Doesn’t Work…
Baltimore-area comedian Caitlin Austin joins If This Doesn’t Work… for one of the strangest, funniest, and weirdly heartfelt episodes we’ve done yet.Caitlin talks about growing up around Dundalk chaos, being raised by her grandmother, having a real-life “prison papa,” becoming a pre-K teacher,...
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Baltimore Graffiti Legends Explain the Unwritten Rules | DLordInk & Meca
Baltimore graffiti legends DLordInk and Meca came through If This Doesn’t Work to talk about the real culture behind graffiti; the rules, the respect, the beef, the crews, the toys, the side-busting, and how street art turns into paid murals across the country.In this episode, Danny Lorden aka...
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Baltimore Comic Kwame Kumah Quit Finance After a Breakdown
Baltimore comedian Kwame Kumah joins If This Doesn’t Work… for a conversation that goes from completely ridiculous to surprisingly real.Kwame talks about growing up near Annapolis/Odenton, being raised by Ghanaian parents, getting influenced by his older sister’s 90s pop taste, and how his name...
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RetroSince91 on Waves 2, Divorce, Wrestling & Staying True to Yourself
Dre aka RetroSince91 came back through If This Doesn’t Work… for a conversation about music, life, relationships, privacy, and staying true to yourself in a world that constantly pushes people to overshare, compare, and perform online.We talk about his new project Waves 2, why he leans melodic…
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He Shoots Rap Videos in Philly & Baltimore… The Stories Are Insane | Banga Jaxon
Videographer Banga Jaxon stopped by If This Doesn’t Work… to talk about what it’s really like shooting music videos in Philly, Baltimore, and Delaware. From chaotic rap shoots, dangerous situations, fake money, contracts, and late-night calls, to working with bigger names, staying neutral in the...
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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 Faces audition in New York. The conversation also gets into comedy, content strategy, creator…
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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, trauma, somatic healing, skydiving, and how she went from absolute chaos to owning a skydiving company…
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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, entrepreneurship, authenticity, confidence, and what it really takes to rebuild yourself while trying to create...
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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 scene wasn’t for him, and why he thinks most comics need to be bullied a little more.We also get into...
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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 us to talk about everything from Dungeons & Dragons, LARPing, and medieval combat to robot…
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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 games, and the absolute chaos of smelling salts.This episode goes from genuinely interesting to...
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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 changes that had him constantly starting over in radio.Then we get into the good stuff:-Wild 98 Rock...
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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, Philly vs NYC (and why NYC is basically a rat civilization), writing jokes vs “just telling…
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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 weird politics of lotion / skincare / “serum” and why straight guys act like it’s illegalThe…
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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 can’t plan.We talk: starting standup at 19, dropping out of college, working at a comedy club, why...
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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 doing “music” but not doing business. He breaks down coming up in Raleigh, NC, the difference between...
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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), the scariest truth about death (it’s basically FOMO), a brutal staph infection story, and a wild...
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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 room keeps the human feel intact.We also get into: ridiculous band name ideas, bar-gig requests, “Two...
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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 posting drama to posting his own life. YC also shares a heavy, real story about a laced street...
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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 storytelling, true crime doc obsession, and a full run of unhinged hypotheticals.In this...
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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, performing in Pittsburgh, and being open about OCD and what it took to overcome the worst years of...
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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 pleasures like Love After Lockup and public freakouts.We also get into Dre’s new project WAVESSS and how…
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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 on him by literal kids, bombing at early open mics, porn-brain relationships, intrusive thoughts,...
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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 “Rap God” video and his new project Reedvenge 4.In this episode, Rambo Reed talks about:Starting to…
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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 up in West Baltimore, doing time in county & city jail, how overdoses and the drug epidemic…
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The Baltimore Drummer Who Took Over the Internet | Timothy Fletcher Interview
Baltimore’s own Timothy Fletcher, the drummer who went viral for his insane street performances and ended up on Ellen and America’s Got Talent among other big stages, joins If This Doesn’t Work… to talk about his journey from high-school band kid to international performer.He opens up about his...
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Is Money Freedom or a Trap? Trust, Love & Getting Rich w/ Dave Pechillo
Justin sits down with his longtime friend Dave Pechillo, a finance-minded, crypto-curious realist — to talk about money, freedom, relationships, AI, and why billionaires eventually get bored of everything. They unpack what real financial freedom looks like, why most people don’t actually want...
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Luke Harris: From Ocean City Warrants to Hosting at Magooby’s | If This Doesn't Work... podcast
Baltimore comedian Luke Harris stops by to talk hosting at Magooby’s, bumping mics with Dave Attell, DC comedy “clapter,” Ocean City underage drinking citations, Mo Noor lore, Dan Soder’s perfect Kat Williams, and why open mics are part therapy, part demolition derby. We hit: starting during the...
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ABOUT THIS SHOW
I’m just doing this podcast so people talk to me and I don’t become a domestic terrorist. It really doesn’t have a subject or through-line. It’s just chaotic rambling.Justin IG: thejustintimee
HOSTED BY
Justin Anderson
CATEGORIES
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Frequently Asked Questions
How many episodes does If This Doesn’t Work… have?
If This Doesn’t Work… currently has 222 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is If This Doesn’t Work… about?
I’m just doing this podcast so people talk to me and I don’t become a domestic terrorist. It really doesn’t have a subject or through-line. It’s just chaotic rambling.Justin IG: thejustintimee
How often does If This Doesn’t Work… release new episodes?
If This Doesn’t Work… publishes regularly with 222 episodes available. Check the episode list for the typical release schedule.
Where can I listen to If This Doesn’t Work…?
You can listen to If This Doesn’t Work… on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts If This Doesn’t Work…?
If This Doesn’t Work… is created and hosted by Justin Anderson.
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