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.
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 Wrigley Field. With perfect 70-degree weather... it felt like a dream. The boys talk about why nothing beats a Chicago summer night and how the city comes alive this time of year. With the World Cup officially kicking off on June 11th, the boys dive into the madness surrounding the tournament. Mexico started partying days before the opening whistle, Korea seems to be having the time of their lives in Mexico, Scotland somehow took over Boston, and Canada... where are you guys? They also break down the biggest pros and cons of World Cup 2026 and what fans can expect when the world's biggest sporting event comes to North America. Plus, don't forget—Demon Hour Comedy returns July 10th at 9 PM, and we're upgrading the show once again. Grab your tickets now on Eventbrite. All that and so much more in this week's episode!
31 Mar 2026
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 late August sitting in the crowd watching Kevin perform and film his first special Kevin in Hell — from a heartfelt message from his mom before he hit the stage, to a packed room that showed nothing but love. They talk about the special’s premiere at The Lincoln Lodge, Kevin’s journey leading up to this moment, and everything that went into making it happen. The boys also recap their trip to C2E2, where the Chicago Pope stole the show and even won a balloon popping contest. Kevin in Hell drops April 1st on YouTube — don’t miss it. And of course, so much more.
26 Mar 2026
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 history at an alarming rate, and dive into a deeper convo: can evil people have good intentions, or good people carry a dark past? Plus, the boys break down the Spider-Man: Brand New Day trailer and what they’re expecting from it. Real talk, wild stories, and plenty more in this one!
Who has been a guest on Daily Insomnia Podcast
Names identified in recent episode analyses. Showing up to five guests.
Oscar Carbajal
Ashley Lusk
Monchi Calvillo
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
Apple Podcasts (US)
4.8 / 5
6 ratings
Spotify
4.6 / 5
11 ratings
Podcast Authority Score: 53 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
72
Social presence
0
YouTube
0
Engagement
85
Contact Daily Insomnia Podcast
Guest appearances
Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Questions about Daily Insomnia Podcast
Who hosts Daily Insomnia Podcast?
hosts host the show. Published by Daily Insomnia.
How often do new episodes come out?
The show publishes weekly, based on its RSS feed.
Does Daily Insomnia Podcast take guests?
Yes. Guests have been identified in episode analyses.
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