Episodes

  • Daily Insomnia Episode 350 - Big Boy
    Jan 17 2025
    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 to miss!
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    1 hr and 35 mins
  • Daily Insomnia Episode 349 - What Is A DP?
    Jan 8 2025
    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 so much more. Tune in for laughs, insights, and plenty of unfiltered conversation!



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    1 hr and 7 mins
  • Daily Insomnia Episode 348 - Den of Thieves
    Dec 27 2024
    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 more packed into another hilarious and unpredictable episode!

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    1 hr and 4 mins
  • Daily Insomnia Episode 347 - Day 1
    Dec 18 2024
    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!
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    1 hr and 7 mins
  • Daily Insomnia Episode 346 - Our Favorite Trani
    Oct 1 2024
    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 Chicago Bears can do to turn things around for game 3. All this and so much more in this packed episode!
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    1 hr and 7 mins
  • Daily Insomnia Episode 345 - Pickup Artist
    Sep 18 2024
    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.
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    1 hr and 7 mins
  • Daily Insomnia Episode 344 - Love or Content
    Aug 26 2024
    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 conversation heats up as everyone shares their worst date stories and explore how someone who’s a 9 in their home country can be a 6 in the U.S. All this and much more in a lively, no-holds-barred episode!
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    1 hr and 43 mins
  • Daily Insomnia Episode 343 - City Boy's
    Aug 16 2024
    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!
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    56 mins