Daily Insomnia Episode 381 - Chicago Summer Nights
In this episode, the boys are back after a 3-month break and waste no time jumping into one of the best nights of the summer—RÜFÜS DU SOL at...
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Comedy
Daily Insomnia Podcast
We're just two men with Insomnia letting our crazy thoughts spume out into the world. Join us, as we drink our way to sanity and tackle everything with a comedic touch.
Episodes
20 of 381 episodes
Daily Insomnia Episode 380 - The Voice of Demon Hour
In this episode, the drink of the episode was mimosas and the boys are in the studio with special guest, Chicago comedian Kevin Kellam. They...
Daily Insomnia Episode 379 - Chicago Shenanigan
In this episode, the boys are back after a wild two-week stretch — from the chaos of St. Patty’s Day to a Latino rock night at Navy Pier’s B...
Daily Insomnia Episode 378 - Charming Ritual
In this ep the drink of the podcast was Run Conejo Run, and we bring in our first band of the year—Charming Ritual—for a special episode. We...
Daily Insomnia Episode 377 - Los Tios
In this ep the drink of the podcast was the Cuba Libre, and the duo is back to close out February with a classic Insomnia-style spiral. We j...
Daily Insomnia Ep.376 - Start of the year
In this ep the boys go full Insomnia rabbit hole and refuse to tap out. We admit we’ve been slacking, but we’re not leaving—and Ramon’s in t...
Daily Insomnia Ep.375 - Kat's Dilemma
In this ep the drink of the podcast was rum & coke, and we kick off the year the right way—with award-winning comedian Kat Diaz in the room....
Daily Insomnia Ep.374 - The gangs all here one last time 2025
Ramon, Gammal, and Rambo close the year together, grateful for finding each other in 2025 and for how that chemistry kept breathing life int...
Daily Insomnia Ep.373 - Paper Cardinal
In this ep the drink of the podcast was the Monkey Jam Sour—bright, tart, and perfect for story time. We’re joined by Paper Cardinal, a loca...
Daily Insomnia Episode 372 - El OG Ruben
In this episode, the drink of the night was the Gin Mule, and the boys were joined by special guest Ruben Ramirez — comedian, content creato...
Daily Insomnia Episode 371 - Companion
In this episode, the drink of choice was the classic Mojito, and the boys admit to having a pretty boring Halloween — no costumes, no partie...
Daily Insomnia Episode 370 - Who's Calling?
In this episode, the drink of choice was Tequila High Noons, and the boys get right into it — nothing breaks their hearts more than a marrie...
Daily Insomnia Episode 369 - The Boyfriend Experience
In this episode, the cocktail of the night was the classic Mojito, and the boys were joined by their Venezuelan brother and Chicago comic Ch...
Daily Insomnia Episode 368 - The Rabbit Hole
In this episode, the boys talk about how the Taco Bell dog got canceled and why 90’s fast food was made with love. They get into how big cha...
Daily Insomnia Episode 367 - The Foxtail Bandit
In this episode, the drink of the night is the refreshing El Niño — a bold mix of mezcal, cucumber, and serrano pepper. Special guest Phil L...
Daily Insomnia Episode 366 - The eighth wonder of the world
Rum Mule in hand, laughs on deck. We sat down with one of our favorite comics, Mike Dwyer, to break down July’s packed Demon Hour and his hi...
Daily Insomnia Episode 365 - The voice of Demon Hour
In this episode, the boys sip on classic Mojitos with special guest Kevin Kellam—the voice of Demon Hour Comedy himself! They look back on s...
Daily Insomnia Episode 364 - From Milwaukee with love
Drink of the episode was the Margarita, and joining the boys was the hilarious and beautiful Maria Acosta—a Milwaukee native now holding it...
Daily Insomnia Episode 363 - Unicorns are real
This week, the boys cool off with Mexican Mules and gear up for a wild 4th of July. Ramon breaks down his party dominance, Gammal questions...
Daily Insomnia Episode 362 - Get me in coach
In this episode, the drink of choice is the classic Cuba Libre, and the boys welcome back a very special guest — Chicago Latino comedian Osc...