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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 it.We get into how visuals changed everything, why M…
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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 he builds as an artist: short tracklists, retro visua…
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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, Thanksgiving food hot takes, and why so much modern comedy…
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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 rap at 11, ciphers at 13, and being “really him” in Phi…
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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 brought big platforms to the city, and why he refuses to i…
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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 early struggles, losing friends, the grind of street d…
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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 infinite money, and how chasing status turns normal dude…
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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 post-COVID reset, booking drama and “territorial comi…
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Welcome back to the “top 100 comedy podcast in the world” 😉. Today we get beautifully weird with Trey Downes (Your Superior Self, @tdowns80): men’s work in Baltimore (B3), breathwork and embodiment at Tribe, near-death experiences, Tom Campbell’s “virtual reality” model, Plato’s Cave, UAP orbs, anger as a usable frequency, and why “remembering” bea…
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Mo Noor crashes If This Doesn’t Work for a rapid-fire hang: micro-cuddling rules, a chaotic open-mic night, Centralia’s underground fire, Fat Bear Week brackets (Chunk vs. Floatato), AI slop vs. human messiness, bidets and Brazilian firsts, Red Tiger food gospel, men’s groups, forgiveness, and why zingers sometimes beat long stories.📌 Support the s…
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Justin sits down with his cousin Chris for a brutally honest riff on the surveillance state, drug policy (from DMT to heroin “stores”), pharma skepticism, Amish/accents bits, sleep deprivation horror, wild hospital stories, jail economics, insurance grifts, AR glasses, quantum-kills-Bitcoin doomsday takes, and a darkly funny money-vs-morals game. I…
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607 Unc invited us into his Vegas content house for a raw sit-down on meditation vs. “run-on days,” living above love and hate, cosmic downloads, 3-6-9 time, self-love over laws, “canceling money” (think % greater than $), St. Louis stories, music frequency, sobriety vs. attachments, and why he only protects the message.Topics: meditation & discipl…
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We brought Josh Grimes & Rich Wilson to talk recent cruises | Disney vs. Carnival vs. Royal Caribbean. We get into casinos (or lack of them), why bingo hits like gambling, adult-only spaces, security/dogs at embarkation, sneaking “wine,” and that behind-the-curtain crew party. Plus: rain-soaked excursions, dropping a phone while snorkeling (and get…
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Baltimore rapper YNCU Nook pulls up to If This Doesn’t Work… and gets real about the city, the accent “bias,” and why no one’s truly kicked the industry door down yet. He talks visiting his dad during a 12-year bid, the “Jolly Rancher days” before the internet, how the fentanyl era changed the streets, and why the “new trapping” is going legit | co…
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We pulled a thread this week: Spectacle vs Reality.Host Justin Anderson with locals Chris Carroll & Najee Thrash unpack:Platforms & Punishment: Demonetization, bleep windows, and why we’re moving members to Patreon.Backyard “Sanctioned” Fights: StreetBeefs + the Rampage Jr. ring slam, real risk vs. audience hype.Policing as Optics: DC break-ins, Na…
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This week’s episode is a little different…While staying at 607 Unc’s Las Vegas content house, we pulled FoxShiest17 and SolarMan aside for a quick, raw, and unfiltered interview.It’s messy. It’s chaotic. But it’s a real glimpse into content house life, grounding, low vibrations, rap, trolling, and way too much honesty.What we get into:Growing up be…
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Inside 607 Unc’s new Las Vegas content house with his manager Bob | Rules, money, HOA drama, industry “vibrations,” prison-to-purpose, and why “love is an action.” Funny, chaotic, unexpectedly honest. In this episode: • The real cost of a content house (pay, seasons, discipline) • “Used” vs “misused,” changing agreements mid-stream • HOA complaints…
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(Video Version on YouTube) Baltimore comedian Matt Pennington joins If This Doesn’t Work… for a chaotic, hilarious episode. We dive into everything from road rage stories, political takes, and edgy comedy to wild hookup disasters, improv horror stories, and what it’s like trying to break into stand-up while staying authentic.This one’s packed with …
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This week on If This Doesn’t Work..., comedian Mo Noor joins us for a chaotic, hilarious, and unexpectedly deep ride. We cover everything from eye contact in Ireland and dog attacks in Bangladesh to OnlyFans economics, tea-spilling apps, and giant pigeons. Justin opens up about night terrors, relapse dreams, and finding confidence through comedy an…
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Audio Only here, Video on Youtube - Link below. Baltimore comedian and musician Dom Solesky joins If This Doesn’t Work… for one of our funniest, most unhinged conversations yet. From surviving a vicious pit bull attack at just 10 years old, to going viral with millions of streams under his music name Solesky, to living in a nonstop party house at 1…
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Mike Adcock joins us for a brutally honest, weirdly therapeutic, and unhinged conversation about what it's like dating in 2025 when everyone’s anxious, performative, and trying not to get posted in “Are We Dating The Same Guy?” We talk about: Getting caught kissing the wrong girl on the Orioles jumbotron Why men are terrified of monogamy and non-mo…
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This week on If This Doesn’t Work… we welcome comedian Najee Thrash for one of our wildest, funniest conversations yet. From jaw‑dropping stories about penis implants with actual pumps (yes, really) to unfiltered takes on homophobia in music, dating, money, junkie interviews in Baltimore, and even why the WNBA pay debate has the internet in shamble…
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Ever talked to an AI that flirts with you? In this episode of If This Doesn’t Work…, we go completely off the rails. We start by reading hilarious (and brutal) comments from our viral 607 Unc episode, dive into a deep rant about pet ownership, trauma, and parenting styles… and then end up having a wild, slightly disturbing conversation with Elon Mu…
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Baltimore comedian Umar Khan joins us for a raw and hilarious breakdown of comedy, aging, marriage, and why he never chased the Hollywood dream. We talk about bombing on stage, green room gossip with Tim Dillon and Mark Normand, being too old to party, and the strange joy of staying local. From weed paranoia and Facebook fights to fighting waves of…
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In this episode of If This Doesn’t Work…, we sit down with the one and only 607 Unc - and nothing is off limits. From letting his son sign a $2.3 million contract, to surviving prison, decoding the simulation, questioning history, and diving into vibrational energy, Unc delivers a raw and ruthless take on life, power, addiction, and what it means t…
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Liver King is out here challenging Joe Rogan to a fight while I’m out here getting catfished by someone who said they “love hiking and long walks on the beach.”This episode of If This Doesn’t Work... is full of emotional damage, meat-based rage, and online dating regret.👉 We break down Liver King’s latest spiral (including the coffee enema??)👉 Shar…
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Published author Aly Anders joins us to talk about writing in the age of AI, getting published, and her newest book The Writing in the Walls. We dive into her journey as a Maryland-based writer, how AI tools are reshaping creativity, and sprinkle in our usual dose of dark humor.📚 Aly has three books out now and shares how she found her voice, her w…
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Host: Justin AndersonGuest: Eddie JeffersonProducer: Mike Caropreso⁠⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcastInstagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=qr…
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Host: Justin Anderson Guest: Mike Caropreso Producer: Mike Caropreso⁠⁠ Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800 TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcast Instagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=qr…
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Host: Justin AndersonGuest: Mike AdcockProducer: Mike Caropreso⁠⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcastInstagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=qr…
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Host: Justin AndersonGuest: Josh GrimesProducer: Mike Caropreso⁠⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcastInstagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=qr…
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Host: Justin AndersonGuest: Mo NoorProducer: Mike Caropreso⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcastInstagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=qr
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Available on Youtube- Conspiracies, Toad Venom Part 2, Ep 55 Feat. Ed Jefferson⁠⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcastInstagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=qr…
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Justin shares the experience of a recent trip to a Mexican Psychedelics Retreat where he smokes some toad venom and is sent straight to hell. Listen for the full story.Available on Youtube- 🍄🐸 Smoking Toad Venom in Mexico and Meeting the Devil Ep 54 Feat. Rich Wilson 🐸 🍄⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id13…
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Available on youtube- Stopping Dog Fights, Beer Tastings, and Sex Trafficking? Ep 53 Feat. Chris "Birdman" Carroll⁠Apple Podcasts- https://podcasts.apple.com/us/podcast/if-this-doesnt-work/id1366535800TikTok- https://www.tiktok.com/@ifthisdoesntworkpodcastInstagram- https://www.instagram.com/ifthisdoesntworkpodcast?igsh=NWxxeXNhbXpqYjFw&utm_source=…
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