Daily Insomnia Podcast

Mar 06 2025 351 ep. 65 mins 76
Daily Insomnia Podcast artwork

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.

  Comedy
RSS feed Share
Copy RSS


Subscribe on Podcast Addict


Daily Insomnia Episode 351 - Do Better

Mar 06 2025 60 mins  
In this episode, the crew were sipping on Gammal’s tequila concoction while diving deep into some big changes. The boys have been doing some soul-searching and have officially brought in a new producer for the podcast! They also take a moment to reflect on the recent passing of a great Chicago comedian and break down exactly how NOT to run a comedy club. All this and so much more

Daily Insomnia Episode 350 - Big Boy

Jan 17 2025 94 mins  
In this episode, the crew were sipping on the famous Mexican Mule with special guest, comedian and producer Melvin Stewart. The boys dive into the big egos of the Chicago comedy scene, finding love on dating apps is possible, Melvin gives inside info on the safest gamble at the casino. All this and so much more packed into another hilarious and candid conversation you don’t want

Daily Insomnia Episode 349 - What Is A DP?

Jan 08 2025 66 mins  
In this episode, the crew were sipping on the classic Original Mojito with special guest Jackie Linn, a talented Chicago comedian. The boys break down the worst and best moments of Demon Hour Comedy with Jackie before diving into her journey as a comedian and actress. They tackle the possibility that the guilty are actually innocent, hollywood nepotism luck or genetics gifts, and s

Daily Insomnia Episode 348 - Den of Thieves

Dec 27 2024 63 mins  
In this episode, the crew were sipping on the famous Eastside while diving into some wild topics. The boys break down the antics of the greatest Pokémon thieve to ever live . Ramon returns with another round of his Hinge one-liners—do they hit or miss this time? Plus, they take on the ultimate challenge: how to blow through a million dollars in just one day. All this and so much

Daily Insomnia Episode 347 - Day 1

Dec 18 2024 66 mins  
In this episode, the crew were sipping on the classic Cuba Libre while diving into some wild topics. Is Luigi New York’s unexpected new hero or cold blooded killer? How many holes in your chones before it’s time to toss them? Plus, a hilarious discussion about dealing with smelly people and so much more. Tune in for laughs, debates, and plenty of chaos!

Daily Insomnia Episode 346 - Our Favorite Trani

Oct 01 2024 66 mins  
In this episode, the crew were sipping on refreshing Raspberry Mojitos with special guest, Chicago comedian Chris Trani. The conversation kicks off with a fun comparison between life in Spain and Mexico, and whether the USA should adopt the siesta mindset. The laughs continue as they dive into another segment of Ramon’s unhinged Hinge one-liners. Plus, the boys discuss what the C

Daily Insomnia Episode 345 - Pickup Artist

Sep 17 2024 67 mins  
In this episode, we’re sipping on the classic Highball while celebrating a big milestone—the boys have officially gone viral on TikTok! The fun continues as they break down Ramon’s Hinge one-liners, testing whether they pass or fail. Plus, we dive into the wild celebrations of Mexican Independence Day in Chicago, and so much more.

Daily Insomnia Episode 344 - Love or Content

Aug 26 2024 102 mins  
In this episode, the crew we’re enjoying the drink of the episode the bold Batanga with a special guest, Venezuelan brother comedian Christian Henningsmeyer. The guys dive into the challenges of online dating and why it often feels like a waste of time. Christian invites the boys to go speed dating with him, but are they really searching for love, or just content? The conversatio

Daily Insomnia Episode 343 - City Boy's

Aug 15 2024 56 mins  
In this episode, the crew we’re sipping on the classic Cuba Libre while breaking in the new studio with some fresh vibes. The boys dive into a wild recap of a fight that broke out with the Italians at the Italian Fest on Taylor, it’s Uber or death! Tune in for all this chaos and a whole lot more as we settle into the new space and bring you the laughs!

Daily Insomnia Episode 342 - We All Need A Break

Jul 18 2024 71 mins  
In this episode, the crew were sipping on the vibrant Passion Fruit Sakerita while diving into some hot topics. Drinking on the job should be allowed for some people. The boys discuss why the USA might not be ready to handle a World Cup after the chaos in Miami during the Colombia vs. Argentina match. They also talk about Argentina's controversy after being recorded singing a hatef