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Recent Episodes
S9E380 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 go down memory lane, reflecting like they’re right back in…
S9E379 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 Bar Sol. They get into how Cesar Chavez is being erased from…
S9E378 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 jump straight into the band’s story: how Charming Ritual…
S9E377 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 jump from culture to chaos real quick—talking about…
S8E376 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 that “cocoon” phase, talking like he’s transforming into…
S8E375 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. We jump into the Chicago comedy scene and the whole…
S8E374 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 into the show. They talk about chasing a fresh start—and how…
S8E373 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 local Chicago band, for a high-energy walk down memory lane.…
S8E372 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 creator, and the OG host of Demon Hour Comedy. They dive into how…
S8E371 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 parties, just vibes. They take a nostalgic trip down video game…
S8E370 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 married woman bad-mouthing her husband to strangers. What started…
S8E369 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 Christian Henningsmeyer. As always, the Daily Insomnia crew…
S8E368 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 chains lose their quality after buyouts, call Au Cheval…
S8E367 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 Lisiecki (producer of Wild Philosophy and Wild Dogs Comedy)…
S8E366 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 hilarious, one-of-a-kind style. Mike gets real about the…
S8E365 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 some wild Demon Hour moments and how the show has leveled up…
S7E364 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 down in Chicago. Maria calls out the lack of hugs, gives us…
S7E363 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 vacation stamina, and they both agree—they're officially…
S7E362 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 Oscar Carbajal, the OG who helped launch the Daily Insomnia…
Daily Insomnia Episode 361 - A couple of metro's
In this episode, the crew sips on east sides with special guest comedian Ashley Lusk. They dive into why she loves Demon Hour Comedy, the chaos of dating within the comedy scene, The groups wild take…
Frequently Asked Questions
Daily Insomnia Podcast has published 380 episodes since July 2017, covering topics in Comedy.
Daily Insomnia Podcast is currently sporadic with new episodes weekly. Average episode length is 1h 3m.
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