Send us Fan Mail In this episode of When Boredom Strikes we brought in NYC comedian Derek Gaines to break everything down with us — and it got WILD fast. 🤣 We start off debating heaven and hell, whether lawyers are going to hell, and somehow end up talking about gay people needing legal representation in the afterlife. Only on this podcast. 😂 Then Derek drops some real knowledge — 23 years in stand-up, 10 years grinding at the Comedy Cellar in NYC, starting from open mics in Philly at the Lau...

Send us Fan Mail In this episode of When Boredom Strikes, The boys are joined by comedian Mike Bernardi for a wild conversation that goes EVERYWHERE! from the greatest invention in human history (spoiler: it's the toilet 🚽) to losing $300 on a sketchy comedy class, getting radicalized by the YouTube algorithm in 2 videos flat, doctors with neck braces, and why China's infrastructure is making America look like a third-world country. We get into looksmaxxing influencers telling young men...

Send us Fan Mail In this episode of When Boredom Strikes, the great Nick Bailey Joins the Chaos! This episode goes completely off the rails as we jump from being high to wild conspiracy theories, including Epstein conspiracies, “Palm Beach Pete,” and whether you can trust anything on the internet anymore. We also dive into crazy gambling stories from Vegas and Atlantic City, talk about capitalism, protein trends taking over food, and even question space exploration and Elon Musk’s Tesla in sp...

Send us Fan Mail In this episode of When Boredom Strikes, the great Josh Tinley Joins the Chaos! the guys try to review the Super Mario movie but quickly spiral into chaos debating grown men going to the movies, Rotten Tomatoes reviews, masculinity, Marvel vs DC, Superman vs Thor, Kanye West, and everything in between. From nostalgic gaming takes to wild opinions, controversial jokes, and nonstop roasting. Make sure to like, comment, and subscribe for more weekly episodes! You can listen to ...

Send us Fan Mail Welcome back to another episode of When Boredom Strikes The hilarious Jesse Montanez Joined the Show! and things go completely off the rails as we debate whether girls fart differently, talk about relationship boundaries, terrible contact lens habits, near-death thoughts, open mic comedy experiences, tattoos, and life in your 30s. This is raw, chaotic, and hilarious podcast content you won’t find anywhere else. Make sure to like, comment, and subscribe for more weekly comedy ...

Send us Fan Mail In this episode of When Boredom Strikes, The great Alex Grubard Joins the Chaos! & we dive into a wild and unfiltered conversation about robots, AI, and the future of humanity, but things quickly spiral into chaos. From reacting to whether robots will replace humans, to hilarious takes on self-driving cars, Tesla, and tech taking over jobs, this episode is packed with funny moments and real talk. The conversation also takes a turn into stand-up comedy stories, perso...

Send us Fan Mail In this episode of When Boredom Strikes, the crew accidentally creates “DUNESDAY”!! a chaotic mashup inspired by Dune and Doomsday dropping at the same time, similar to the viral Barbenheimer trend. What starts as a simple movie discussion quickly turns into pure comedy as the guys spiral into ridiculous ideas, ruin emotional movie moments, and debate everything from Marvel to whether men should cry during films. With nonstop laughs, unfiltered conversations, and wild takes o...

Send us Fan Mail In this episode of When Boredom Strikes, we dive into some of the wildest and most thought-provoking topics, from Kosher Food & the secret behind them! the idea of transferring human consciousness into robots inspired by Elon Musk and Neuralink, to exploring Japanese yokai and how ancient mythology still connects to modern culture. We also get into deep (and funny) conversations about longevity, whether humans can actually live longer, and Much More!. Don’t forget to like...

Send us Fan Mail In this episode of When Boredom Strikes we are joined by the great Raphael Hernandez and the conversation goes completely off the rails as we dive into stand-up comedy, Puerto Rico culture, internet rabbit holes, and some wild debates about technology and the future of war. We talk about comedians starting out at open mics, crazy travel stories, Latino culture, and a bizarre theory about gamers potentially controlling real war drones like a video game. From comedy life ...

Send us Fan Mail In this episode of When Boredom Strikes Pedro Garcia Fills in for Craig & we go down some wild rabbit holes talking about AI, the internet getting weird and rappers starting podcasts. We break down the reality of open mics, bombing on stage, influencer comedians, and the strange era where rappers are turning into podcasters and comedians. From internet conspiracies to the brutal truth about stand-up, this conversation goes completely off the rails. If you like real conv...