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Improv Is a Cult, Road Rage, and Gayest Things Men Do | If This Doesn't Work Podcast #standupcomedy

Play Episode Listen Later Aug 25, 2025 93:55

(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 unfiltered laughs, hot takes, and brutally honest comedy talk | exactly what you'd expect from our corner of the internet.

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Would You Cuddle… Platonically?

Play Episode Listen Later Aug 18, 2025 85:50

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 and deadlifts, while keeping it funny with riffs on monks, safe spaces, spoon theory, and the economics of loving 80 tiny humans. We also spotlight Baltimore's local comedy scene, Mo's micro-podcast Bits Bits Bits, and the art of being radically honest on and off stage. If you came for bits, existential spirals, and wild tangents, you'll leave with all three.Follow Mo:

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From Pit Bull Attack Survivor to Viral Comedian | Dom Solesky on Music, Stand-Up & Wild Party Stories

Play Episode Listen Later Aug 11, 2025 147:02

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 17, Dom's life has been anything but ordinary. We dive deep into the absurd, the awkward, and the downright unbelievable, all while laughing the entire way.In this episode:The near-fatal dog attack that changed Maryland law.Touring with Blackbear & his viral music journey.Comedy competitions & getting “passed” at The Port Comedy Club.His most awkward stage moment ever.Party house chaos, wild roommates, and drinking days.Hecklers, walkouts, and surviving cancel culture in comedy.Alien ambassador debates, pit bull myths, and Baby Hitler hypotheticals.Whether you're into stand-up, crazy life stories, or just need two hours of pure ridiculous entertainment, this episode delivers.Follow Dom:

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Dating Is Broken, Men Are Anxious, and Dennis Rodman Broke WHAT?! (w/ Mike Adcock)

Play Episode Listen Later Aug 4, 2025 92:52

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 jumbotronWhy men are terrified of monogamy and non-monogamyWild trust tests people actually run on their partnersDennis Rodman's most painful injury (and yes, it's NSFW)The chaos of dating app bios, thirst traps, and insecure dress codesSocial media validation, fake authenticity, and emotional exhaustionAnd how to stay human through all of itThis episode is part comedy, part chaos, part accidental group therapy.Mike Adcock:Insta - https://www.instagram.com/thereal_madcock/MD Local Comedy Event featuring Mike Sept. 19, 2025https://www.eventbrite.com/e/nbd-productions-presents-heavy-laughs-at-heavy-seas-tickets-1445347436089?utm-campaign=social&utm-content=attendeeshare&utm-medium=discovery&utm-term=listing&utm-source=cp&aff=ebdsshcopyurl

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From Laughs to Jaw-Drops: This Episode Has It All | If This Doesn't Work... Feat. Najee Thrash Ep 82

Play Episode Listen Later Jul 28, 2025 73:56

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 shambles — nothing was off limits.We also dive into:✅ Struggles with masculinity and societal norms✅ Behind‑the‑scenes stories from comedy and podcasting✅ Money, crypto, and “money as energy”✅ Baltimore street culture, wild nicknames, and true‑life chaos✅ Why Shark Week might be overrated…and so much more.

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Talking to a Flirty AI?! | If This Doesn't Work… Ep. 81

Play Episode Listen Later Jul 21, 2025 81:08

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 Musk's Grok AI avatar.The AI unexpectedly calls us “babe,” starts whispering, and even tells us stories—until we try to push its limits with ridiculous prompts. It's funny, weird, and kind of terrifying for the future.

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Umar Khan: Baltimore Comedy, Real Life & National Takes

Play Episode Listen Later Jul 14, 2025 89:58

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 10-year-olds and whether comedy is even worth it anymore, this episode is equal parts stand-up wisdom and existential dread.

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607 Unc: Dark Truths, Dirty Money & Divine Chaos | If This Doesn't Work... Ep. 79

Play Episode Listen Later Jul 7, 2025 100:42

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 to really wake up.This episode blends dark humor, hard truth, and metaphysical chaos — exactly how we like it.

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Play Episode Listen Later Jun 30, 2025 94:26

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.

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Author Aly Anders Talks AI, Dark Humor & Her Books Including ‘The Writing in the Walls' | Ep 77

Play Episode Listen Later Jun 23, 2025 69:51

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.

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Treasure Hunting Fever Feat. Rich Wilson Ep 76

Play Episode Listen Later Jun 16, 2025 60:03

Host: Justin AndersonGuest: Rich WilsonProducer: 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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Vasectomies, Sexual Stuff and Mike Losing His Mind Feat. Eddie Jefferson Ep 75

Play Episode Listen Later Jun 9, 2025 68:56

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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We Play a Card Game Called Going Deep and Get Too Honest and Feat. Mike Caropreso Ep 74

Play Episode Listen Later Jun 2, 2025 59:43

Host: Justin AndersonGuest: Mike CaropresoProducer: 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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Discipline, Racist GoFundMe, and Stand Up Comedy Feat. Mike Adcock Ep 73

Play Episode Listen Later May 26, 2025 98:25

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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Kanye's New Song, 50 Cent, and Drones Feat. Josh Grimes Ep 72

Play Episode Listen Later May 19, 2025 65:00

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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Platonic Cuddling, Bits! Bits! Bits!, and Stand-Up Comedy Feat. Mo Noor Ep 71

Play Episode Listen Later May 12, 2025 69:25

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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