Oops All Segments

Comedian Jeff Gobeil rises and shines with the boys as we bring our show back with worse video, more confusion, and even sillier segments. As Winnipeg drives closer to the Fringe Theatre Festival, Kevin laments his busy life while Thomas reflects about his bachelor party and Jeff is beating away opportunities left, right, and centre. Then the trio get vampiric and channel their horny Nosferatu imp...

Comedian Kyle Bergstresser brings his brand of guffaws to the guys. Kevin gloats about going viral for the World’s Largest Fat-Boy while Thomas and Kyle lament starting their days off poorly. The gang gets vulnerable as Thomas gives his friends some love, Kevin celebrates his partner, and Kyle talks about his Heisenberg-inspired Grandma. Kyle gets the trio to test their deception skills in a varia...

Jay “The Shittman” Hitt slinks into the podcast and escapes a cursed Hawaiian trip. Thomas laments Kim’s recent job loss and Kevin talks about sick cats. The vibes are in shambles. The trio chat nicknames before Jay makes the boys get in touch with their textures. Then they discover the real connections between Gourds and Mole People. 0:00 Intro and Check In 15:45 Nick of Time 27:05 Texture Theory...

Funny friend Kelsey Busboom (Motorcycle Rocketship) shows the boys the ropes as they chat Cocomelon, the big hair of Texans, and the new Zelda game. Then Kelsey makes Kevin and Thomas take positions on potty humour.   0:00 Intro and Check In 17:11 D&D Creation 29:47 Friendly Opps (The Pod Opps Segment) Kelsey Busboom: Motorcycle Rocketship: https://www.instagram.com/motorcyclerocketship/ Sketc...

Big L (Luke Cecelon) gets animated as the trio chat about Kevin’s dead agent, the best memories of Springfield and The Simpsons, and Luke makes the guys guess anime.   0:00 Intro and Check In 13:22 D’ohpamine 29:57 Anime Titles Luke Cecelon: https://www.secondcity.com/shows/toronto/one-asian-after-another-a-conservatory-grad-show-tor Kevin Ramberran: Club Soda Improv: https://www.instagram.com/clu...

JR Riley brings the stoic solitude to the two boys as the three discuss being even keel and Shai LaBeouf’s next film with Jordan Peele. Thomas laments losing out on Costco deals while Kevin celebrates the return of cinnamon Mentos.  Then Thomas and Kevin force JR to talk about weird things that get their engine going.  In their war against intimacy, JR puts Thomas and Kevin through their 7 Questio...

Meghan Baynes rides the Ryan Gosling wave into the Oops All Segments zone. After reviewing the heartthrob’s filmography the gang dives into a classic game of 99 blanks. Meghan then tells a giant story and steps on the dreams of one high school boy in particular (RIP Billy). 0:00 Intro and Check In 14:55 99 Blanks 25:40 Here Me Out Meghan Baynes: Motorcycle Rocketship: https://www.instagram.com/mot...

The Swag Messiah himself Michael Kneller drags the boys into the gutter. After an attempt at a check in, the trio showcase their knowledge and expertise about the Denzel Washington film, Man on Fire. After that Michael gets the gang to reveal their embarrassing projects from their youth. Kevin explains the origins of the Water Breaking Federation while Thomas describes his stick fighting passions....

Laura Dellis breaks into our reality to chat wedding chuppahs, being a part of the American machine, and keeping her Subway order a secret. Kevin goes Afroman while Thomas reminisces about a blanket.  Kevin and Thomas then play a sample of their song “That’s Funny” as they once again throw shade at Jake and Amir before spinning the wheel and getting into the world of crime. Then the trio chat bad...

Tim Blair steps off Second City Toronto’s Mainstage to chat sketch with the boys. Tim also reveals he’s been building a spider army and Thomas honours the noble crab as the trio engage in animal combat. Kevin takes Punch the Monkey as his champion. Then the trio swap loaded vacation stories before Tim gets under the duos skin. 0:00 Intro and Check In 18:17 Animal Face-Off 35:09 Have You Seen a Gun...

Friend, writer and performer Adam Mastroianni takes a break from ascending mountainous literary heights to look down on humanity with Thomas and Kevin. Thomas has one great day and Kevin returns from a great week. The trio then discuss moments of signifiant revelation where their world was changed. Adam then gets the boys to contemplate the multiverse and what versions of them are living their wor...

Funny friend Cole Clarke relinquishes all inhibitions and steps into the zone. After learning that Cole was robbed and Kevin was robbed of his peace, while Thomas robbed Kim of her serenity during her bachelorette, the trio chat messages they wish they could unsend. Cole makes the boys drop some famous names before sharing that she got Nick Fuentes kicked out of an event. Then the three folks get...

Friend, improvisor and artist Obediah Freeman joins the fray and checks in with Kevin and Thomas to make sure they’re safe. After navigating the social etiquette of talking during haircuts and massages, the trio dive into a game of Mob Mentality. After amassing a following of people wronged by airlines. Obediah helps the boys destroy loneliness as they tackle the improv game Speed Dating. 0:00 Int...

Thomas and Kevin finally make good on a promise and get Davide Montebruno into the fray. The improvisor, voice actor, and funny fellow helps the boys navigate The Opposite Day Clause as they learn what the Opposite of Santa is. Kevin complains about Hidalgo and Thomas is reeling. They reminisce about Marble Slab Creamery and their work life. Thomas resists becoming Droz as Davide brings them into...

Actor and friend Cory Wojcik slips through the cracks and makes it into the show. The trio chat Thermea controversies, binoculars, and Elvis’ test scores. After unpacking their trauma, Thomas performs an ode to Norma Rae. Then Cory decides to use some grade-school tactics on the boys and put them through Emote. Then Cory helps set their sights on Davide Montebruno. 0:00 Intro and Check In 18:50 Re...

Brad and Chris from the Hill Kings drag their tushies out of Arlen and visit us once again. Brad takes a break from baking bread and Chris steps out on his family to discuss our worst birthday memories before Brad forces us to predict how 2026 will go with his new segment, BRINGO. 0:00 Intro and Check In 13:25 It’s My Party & I’ll Cry if I Want To 35:28 BRINGO The Hill Kings Podcast: YouTube:...

The Puzzle-Master Jesse Bergen unlocks the door to the studio and joins the show. After blaming their guest for their inconveniences, Kevin updates the crew on some insane traffic accidents that have happened near his restaurant in Winnipeg. Jesse makes the boys get their Jay Leno on before the trio slide into Heardle territory once again. 0:00 Intro and Check In 15:50 Kevin’s Traffic Report 27:07...

Funny friend Jimmy Gatliff controls themselves as best they can as the trio chat iconic films about women in space. Jimmy then grills the boys on the gay-est things they’ve ever done. Then the crew takes a crack at stand up on the spot and turns the podcast into an open mic! 0:00 Intro and Check In 13:21 Buoyant Girls 24:00 What is the Gayest Thing You’ve Ever Done? 37:25 Stand Up For Yourself Jim...

Funny friend Lauren Ainsworth flies in and figures out what kind of needles are allowed on planes. After debating the quality of Guy Ritchie’s Snatch, Kevin confuses Santa for Jesus Christ. The three then discuss the things that make them laugh the hardest. Then Lauren tests whether Kevin or Thomas is smarter than a(n American) fifth grader. Then Lauren helps the chaps find out the best way to mak...

Seattle’s Dominique Sagiao pops in as Kevin laments his new position as a groomer of men for Thomas. In this improv-chatter heavy episode, the trio reminisce about their favourite childhood games before diving Inside the Actor’s Non-Geographic Location and answering questions about their improv experience. 0:00 Intro and Check In 17:45 Childish Games 29:27 Inside the Actor’s Non-Geographic Locatio...

It’s Good Vibes OR ELSE as Freya Parker appears as Thomas prepares for American Thanksgiving and Kevin celebrates Creme Brûlée.  The Size Queen chimes in to help give a confused couple some advice on a sordid seasonal gift.  After lamenting over presents not received, the trio tackle what might be a dog’s greatest Christmas before diving into the improv classic My Movie. 0:00 Intro and Check In 11...

From the rainiest place on earth, The Mancunian Candidate Sarah-Lou shows us what’s what. The trio chat nips and tattoos before diving into the real estate markets in their area. Sarah-Lou then vets Thomas and Kevin for the BAU as they play Psychological Profile Guess Who. 0:00 Intro and Check In 15:46 Move It, Move It 33:54 Psychological Profile Guess Who Sarah-Louise Young: Dick Whittington: htt...

Will Inman walks on in while they wait for their bagel. The trio catch up before diving into Jeanne Moos’ news coverage and then Will leads them in Regulation Marry, Boff, Kill. Kevin is left out in the cold after not seeing Bugonia. Finally, everyone’s exposed for their corruption before signing off. 0:00 Intro and Check In 15:52 Breaking Moos 28:43 Regulation Marry, Boff, Kill 45:34 Corruption C...

Cary hacks his way into the pod. Kevin unveils his new restaurant Bubba Gulp Shrimp. The trio put together a dystopian horror known as Rug Munchers.  Cary then kicks off a movie-mash up game for the ages. The gang then tackles their takes on loofas and kettles. 0:00 Intro and Check In 12:24 Dystopian Blank 23:05 Have You Seen This Movie? 39:40 Random Review Cary Horan: Wheel of Improv in Chicago:...

Kelly Turner gets Chimp Crazy with the boys as they celebrate Zohran Mamdani’s mayoral victory before diving into HeroForge.com and creating a Dungeons & Dragons/tabletop miniature. Then the trio get into some HOT TAKES in Apple Pie on a Windowsill. The Hollywood machine gets put in the crosshairs as they fix all the problems of the world. 0:00 Intro and Check In 15:05 Hero Forgery 34:01 Apple...