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.
In this episode, the drink of choice was the Blueberry Gin & Tonic, and the boys sat down with Chicago comedian Monchi Calvillo. They unpack the mystery behind Monchi's name, share war stories about their history with booze, and shed light on the behind-the-scenes power plays in Chicago's comedy world. From learning through losses to the importance of failure, it's a real one. Demon Hour Comedy is this Friday — don't sleep, grab your tickets now, ticket link on our IG or google Demon Hour Comedy for the eventbrite!
In this episode, the boys kick things off with the Soju Refresher as they recap May's electric Demon Hour show—shoutout to the crowd for bringing the heat and keeping the confessions wild. They finally made it out of the group chat and into the Cubs' first-ever Mexican Heritage Night, and later found themselves in Wrigleyville for Bert Kreischer and Tom Segura's Por Osos event. Comedy, culture, and chaos—it's all here.
In this episode, we're sipping on the “Pa' Que Marre”, a crisp and citrusy Daily Insomnia original tequila cocktail, perfect for celebrating the fact that Chicago is finally defrosting after a brutal stretch of cold. With the sun out and the patios open, the boys are feeling the shift. Ramon's first-ever trip to a Loyola bar—and surprisingly, it was a great time. Packed with good vibes, great music, and even better company, Ramon breaks down why this bar might be one of the city's hidden gems. The conversation takes a turn as they break down the Chicago dating scene, calling it what it is—a full-blown pandemic of ghosting, mixed signals, and low effort. They dish out their takes on what's killing the vibe and how it might actually be fixed. All that, plenty of laughs, and so much more in this fresh spring episode!
In this episode, we're fueled by the smooth Run Conejo Run cocktail and joined by the homies from Compas Unfiltered Podcast for another epic North vs. South Chicago crossover. The guys chop it up about what it really takes to survive in Chicago, whether modern parents are raising soft kids, and Ramon shares a dog story that might just break your soul. From laughs to life lessons, they even break down the keys to making a relationship last—plus a whole lot more you don't wanna miss!
In this episode, we're sipping on the smooth Whiskey Highball and teaming up with Los Kallejeros Podcast for a classic North vs. South Side Chicago clash. The boys dive into how Chicago neighborhoods have changed over time, from where Latino families first started putting down roots to how the city looks today. We also get into the city vs. suburbs lifestyle, the beauty of being a proud cholo nerd, and of course, Los Kallejeros have a little beef with the Daily Insomnia boys that needs airing out. It's real, it's funny, and it's all going down in this week's episode!
In this episode, we're sipping on the bold Batanga and taking another trip down memory lane—yes, we're talking about our high school wrestling careers… again. The boys get deep, reflecting on the beautiful souls walking this earth, dive into the mystery of the pyramids and what's been discovered underneath them, and shed some light on the Phoebus cartel and the sketchy history of lightbulbs. All that and so much more in this curious, chaotic, and classic episode!
In this episode, the boys are cooling off with the refreshing East Side cocktail while soaking in all the good vibes. They talk about how drinks and food just hit different outside, why limes are the MVP of both cocktails and bar life, and how some folks still haven't figured out basic comedy show etiquette. They also recap their wild St. Patrick's Day in River North, and stumble upon the ultimate “bog song”—sparking the question: how white can we go? All that and so much more in this fun, chaotic, and unfiltered episode!
In this episode, the crew were sipping on Mezcal Mules. The boys take on the "Casanova" Sling Blade, unraveling how Halle Berry was once linked to Billy Bob Thornton, we break down our favorite Batmans, and we revisit the legendary moment when Tom Segura blew out his elbow and knee trying to dunk. Plus, we go through some of the best confessions from our last Demon Hour and so much more!
In this episode, the boys welcome special guest Cesar Popoca, a local Chicago EDM DJ, while sipping on the smooth Whiskey Smash. They take a trip down memory lane, reminiscing about the greatest party McHenry County ever saw in 2015. Cesar gives us a behind-the-scenes look at the wild nightlife of a club DJ, from crazy crowds to late-night chaos. Plus, the boys play it cool after spotting a famous comedian at the bar. All this and so much more in another episode packed with stories, laughs, and late-night vibes!
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—tune in for laughs, insights, and some much-needed real talk!
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!
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!
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!
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!
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!
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.
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!
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!
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 hateful song towards France. And, in a shocking turn, Trump gets shot in Pennsylvania. Tune in for all this and much more!
In this episode, the crew were enjoying Raspberry Mojitos. The boys discuss the importance of keeping your bad day to yourself, a surprising discovery that cheap drinks in Boys Town are no more, they also navigate a roller-coaster week for streamer Sketch, Ramon opens up about his struggles with different smells especially Gammal's. Tune in for all this and so much more!
In this episode, the crew were sipping on the bold Batanga Mezcal while diving into the only ways to celebrate the 4th of July. The guys chat about "White Girl Summer" the rise of TikTok white girls. They also delve into some classic podcast lore "the joke that nevers end" and share plenty more fun stories and insights and so much more!
Hey guys, in this episode featuring comedian Ruben Ramirez from Chicago, the atmosphere was pure chaos, he joined to promote his upcoming comedy show in Milwaukee. The conversation was filled with jokes and banter among the crew, touching on topics such as dating, fitness, comedy scene in Chicago. Throughout the episode, everyone roasted each other, creating a light-hearted and entertaining atmosphere that highlighted Ramirez's comedic style and personality.
In this episode, the crew enjoyed the bold Batanga cocktail. Ramon ego gets crush by a couple of torta's, breaking legs for an inch of difference worst decision you can make, favoritism rules for step-dads and is drinking at work underrated. Tune in for all this and so much more!
In this episode, the boys are sipping on the refreshing Raspberry Mojitos while diving into an eventful weekend. Gammal shares his story of a huge loss, but don't worry—he quickly bounces back as the boys embark on an adventure in Milwaukee. We also discuss the historic news of Mexico electing its new female president. Join us for these stories and so much more in this lively and heartfelt episode!
In this episode, the crew kicked things off with the crisp and refreshing Green Apple Delight. The guys dive into a discussion about Kardashian nepotism rearing its head in the Lion King casting. They also unpack the wild scenes from this weekend's Sueños Fest—did things go too far? Plus, Ramon's solo dining adventure, the debate heats up over who should pay on a date, along with plenty more laughs and lively banter. Tune in for all this and much more!
This episode, the crew were sipping on Blackberry Mexican Mules and diving into some intense topics. First up, talking about staying sharp and ready for anything life throws at them, dad who gave a beatdown to his daughter's bully father, slow and steady is sometimes the best approach, old acquaintances lets pretend we're strangers to each other. Grab your mule and join us for all this and a whole lot more!
In this episode, the vibe is lively as the boys enjoy a Mixed Berry Mojito. They kick things off with a rant about how every Walmart trip seems to cost an arm and a leg. The conversation then takes a turn as they discuss Mexico's call for its citizens to return home. Amidst the laughs, they touch on the tongue-in-cheek notion of keeping Chicago "dangerous." Identifying as a couple of lone wolves, the guys dive into their summer fitness ambitions—declaring it's "six-pack or bust" season. Tune in for all this and much more...
In this episode, the crew were sipping on the cool, refreshing Eastside cocktail. The boys dive into how the start of summer is cooling things up in the Chicago comedy scene, a couple of karaoke bros, belting out their favorites. The conversation gets historical as they debate who the best American generals are, followed by a hilariously tipsy lesson in drunk history. Tune in for all this excitement and much more!
In this episode, the crew sipped on the "Run Conejo Run" cocktail. The boys dive into, Ramon's latest endeavor—the Cast Away diet.Gammal contemplates his odds in the wild, debate who would win: a bear or a lightsaber? The trend of faking anger for internet fame and so much more...
In this episode, the crew kick things off with the cool and refreshing Cucumber Sakerita. The boys dive into a chilly debate: Why and how do white people seem to handle the cold so well? On a different note, a Jocko motivation video has Ramon seeing red - we'll get into what ticked him off. Plus, mark your calendars for April 26th because Demon Hour Comedy is back, and it's promising to be a riot. All this and so much more await, so tune in for your dose of laughs!
In this episode, the crew kick with the Raspberry Mezcal Mule while riding the high of Demon Hour comedy's sell-out show last Friday. The boys share the inside scoop on secret bars scattered across the city, fight night at Big Wig Tacos, and Gammal's birthday and so much more...
This episode is popping with the crisp, zesty vibes of the Green Apple Mojito, fresh off the back of Ramon's epic birthday celebrations last night. Ramon's got some hilarious gripes about kids ruining the vibe at a Bulls game, and you won't believe the chaos of the Baltimore Bridge getting knocked out by a boat! Buckle up, because we're diving into all this craziness and so much more!
This episode is popping with the crisp, zesty vibes of the Green Apple Mojito, fresh off the back of Ramon's epic birthday celebrations last night. Ramon's got some hilarious gripes about kids ruining the vibe at a Bulls game, and you won't believe the chaos of the Baltimore Bridge getting knocked out by a boat! Buckle up, because we're diving into all this craziness and so much more!
In this episode, the crew were sipping on this summer classic Batanga. The guys tackle the big question: How do we produce more good people in the world? They also share their takes on the epic Dune 2 experience. The age-old debate of "Is blood thicker than friendship?. Plus, they're all in on discussing Marvel's reboot series Xmen 97 and a whole lot more...
In this episode, the crew were kicking back with some Green Apple Mojitos and taking a moment to say goodbye to the legendary Akira Toriyama. Gammal's got a wild tale about his car getting swiped, and the boys get real about their different childhoods leading to the same crazy places. Plus, the new Demon Hour Comedy show happening this month! Stick around for all this, some laughs, and a whole lot more. Grab your drink and join us!
In this latest episode, the crew were sipping on the delightful Roseberry while the guys unpack Ramon's recent adventure in Austin, Texas. From the highs to the lows and the downright unexpected, they're covering all the bases – the good, the bad, and the ugly of Ramon's Texas escapade. Tune in for a rollercoaster of stories, laughs, and maybe even a few surprises from the heart of the Lone Star Star...
In this episode of the podcast, we're kicking back with the intriguing "Run Conejo Run" drink, while the boys dive into a recap of last Friday's Demon Hour Comedy Show. They delve deep into the Chicago comedy scene, sharing valuable insights on how comics can invest in themselves to up their comedy game. Meanwhile, Ramon is not exactly thrilled about his upcoming trip to Austin for an all-day concert - but who knows? Maybe he'll meet the love of his life there. Tune in laughs and a good time!
In this episode, the guys kick things off with a fresh new cocktail, the Batanga, before diving into the rollercoaster of show week jitters. Debate whether it's possible to manifest racism, Deadpool & Wolverine trailer, Ramon trapped anger scares him, and so much more..
In this episode of the podcast, the crew indulge in the fiery El Diablo. Embracing the spirit of Valentine's Day, just a couple of hetero bros, get reflective over drinks, reminiscing about past loves and the one's that got away, whether Usher crossed a line or was just keeping it professional, songs dedicated to past flames, Gammal's has built in escape goat in relationships and so much more..
In this week's episode of the podcast, the crew sipped on the refreshing Gin Mule. The conversation kicks off with the boys diving into Gammal's latest adventure, which might just involve him getting scammed by a so-called doctor. Then, things take a turn when Gammal shares a story about being stereotyped at a bar, pregnant women on dating apps, Super Bowl just around the corner, and so much more...
On the latest Daily Insomnia Podcast episode, the guys kicked back with the Classic Margarita. The guys shared the buzz from last Friday's successful Demon Hour Comedy show, dont feed your family in a Walmart aisle, open blinds or closed for when getting intimate, Vince McMahon's intriguing connection to the dark arts, Gammal thinks the Super Bowl could be rigged and so much more...
On this episode, Ramon's got some good vibes going in while also enjoying a new cocktail "El Diablo" a tequila drink that goes down real easy. The crew also talk about why trade jobs are making a comeback, Gammal needs a jock strap now more the ever, Demon Hour Comedy is coming to The Lincoln Lodge this Friday! and so much more...
Jump into the latest Daily Insomnia Podcast episode where the Mixed Berry Mojito takes over. Special guest 'Sneaky Snake' aka Ernesto joins the crew, turning us into the 3 wise kings for a day. The crew delve into the shadowy, raided tunnels of NYC and the wild discoveries there, explore who's been named on the Epstein island list, aliens in Miami – fact or fiction? The guys finally exchange their christmas gifts and someone is not happy...
On this latest episode of the Daily Insomnia Podcast, the crew we're sipping on some Margaritas! The guys come together to set ambitious goals for 2024 after a year that ended on a rough note for each of them. The conversation gets real as they discuss the challenges of balancing relationships, take a lighter turn as they go through a list of Hispanic slurs that sound more like gamertags, and believe us, there's a lot more packed into this episode. Tune in for a mix of deep talks, laughs, and a peek into what 2024 holds for us!
On this latest Daily Insomnia Podcast episode, the crew we're toasting with the zesty Green Apple Delight! The guys take a trip down memory lane, recapping a wild year of ups, downs, and everything in between, delve into how spirituality has evolved for the guys and set some big ambitions for Demon Hour Comedy. Gammal opens up about a not-so-jolly Christmas story, and trust us, there's plenty more where that came from....
On this latest episode of the Daily Insomnia, the crew we're enjoying the Buenos Días Sevilla cocktail. The guys catch up on Gammal's latest TRT updates, poor lil Mikey disowning his mother, is procreating no longer a goal?, cats or dogs and so much more...
In this episode of the Daily Insomnia Podcast, the crew is kicking back with the rejuvenating Mixed Berry Mojito. The guys delve into the art of drinking smarter. Is cocaine becoming the new weed? The world of rich man sports and survival skills are a thing of the past, Ramon's latest hilarious blunder and so much more...
Hey guys, on this episode, the crew was sipping on the refreshing Raspberry Gin Tonic. The guys open up about major shifts in their lives and dive into the do's and don'ts of holiday dating, questioning whether Gammal's TRT is just fancy sugar water, keeping it sexy in bad moments, don't miss out on Demon Hour Comedy coming up this Friday and so much more...
Hey guys, in this episode, the crew is enjoying the classic Margarita. Our special guest is comedian Kevin Kellam, renowned host/producer of Roast Battles Chicago. They dive into Kevin's experience running a radio show, rank favorite wrestling icons, and AI will impact emotions it takes to make art, the ins and outs of running Roast Battle Chicago, and so much more...
On this episode of the Daily Insomnia Podcast, the crew savor the unique Buenos Días Sevilla cocktail. Are also Honored to host friend comedian Rene Humberto host/producer of the Latin XL comedy show. Rene opens up about the joys and challenges of being a new/older father, a range of supernatural topics, from Rene's personal experiences to broader mysteries like alien hotspots in Rockford, the Mothman sightings in Chicago, dragons myth or fact and so much more...
On the latest Daily Insomnia Podcast, the crew sipped on a Monkey Jam Sour while hanging out with special guests, comedians, and hosts of "Let'sDocabout it" podcast Will Hill and Alan Ford. The guys talk about the contrasts and crossovers in Mexican and Black cultures, Alan fascination with super Target, Will dishes on his wild encounters with store thieves, chaos caused by the Kia boys in the city and so much more...
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