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PODCAST

Oops All Segments

Oops All Segments

Hosts Thomas and Kevin navigate their way through absurd challenges, silly trivia, and curious conundrums while letting the segment wheel (and the audience) decide what comes next.

comedy improv

All Episodes

00:59:47

168: AKA Derf Backderf (with Cole Clarke)

Oops All Segments ·

2026/02/16

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 into the worst gifts they’ve ever given/received. 0:00 Intro and Check In20:31 Regrets37:59 Name

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01:00:51

167: Hole in a Wall (with Obediah Freeman)

Oops All Segments ·

2026/02/09

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 Intro and Check In20:45 Mob Mentality30:36 Speed Dating40:55 Hungry Hungry Hypocrites Obediah

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00:49:25

166: Get Your Nut (with Davide Montebruno)

Oops All Segments ·

2026/02/02

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 the Advertising Game. The trio sling Segments before diving into the lamentations of making their nut.0:00

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00:56:44

165: Monoculars (with Cory Wojcik)

Oops All Segments ·

2026/01/26

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 In18:50 Recap Gleecap26:05 The Go-Tos48:38 Be Our GuestCory Wojcik:The Last Wife:

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01:07:19

164: BRINGO Party (with Hill Kings)

Oops All Segments ·

2026/01/19

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 In13:25 It’s My Party & I’ll Cry if I Want To35:28 BRINGOThe Hill Kings Podcast:YouTube: https://www.youtube.com/@HillKingsPod/videosApple Podcasts:

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00:53:30

163: Minutes of Mirth (with Jesse Bergen)

Oops All Segments ·

2026/01/12

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 In15:50 Kevin’s Traffic Report27:07 Headlines: Resurrections48:28 HeardleJimmy Gatliff:https://www.instagram.com/32doublegKevin Ramberran:Club

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00:49:49

162: Feral Hawke (with Jimmy Gatliff)

Oops All Segments ·

2026/01/05

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 In13:21 Buoyant Girls24:00 What is the Gayest Thing You’ve Ever Done?37:25 Stand Up For YourselfJimmy Gatliff:https://www.instagram.com/32doublegKevin Ramberran:Club Soda

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00:46:16

161: Fifth Grade (with Lauren Ainsworth)

Oops All Segments ·

2025/12/22

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 make Thomas’ fiancé’s life easier as they venture to the frigid north that is Winnipeg.0:00 Intro and Check

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01:04:59

160: Man with Balls (with Dominique Sagiao)

Oops All Segments ·

2025/12/15

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 In17:45 Childish Games29:27 Inside the Actor’s Non-Geographic LocationDominique Sagiao:https://www.unexpectedproductions.org/Kevin Ramberran:Club Soda

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00:51:31

159: Size Queen (with Freya Parker)

Oops All Segments ·

2025/12/08

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 In11:48 The Zaprudie Film22:42 Wishbone Christmas33:31 My MovieFreya

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00:58:59

158: Guess Who (with Sarah-Louise Young)

Oops All Segments ·

2025/12/01

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 In15:46 Move It, Move It33:54 Psychological Profile Guess WhoSarah-Louise Young:Dick Whittington:https://www.lighthousepoole.co.uk/event/dick-whittington/Kevin Ramberran:Club Soda

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00:56:22

157: Everything Bugonia (with Will Inman)

Oops All Segments ·

2025/11/24

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 In15:52 Breaking Moos28:43 Regulation Marry, Boff, Kill45:34 Corruption ChargesWill Inman:Kiki Quest: https://podcasts.apple.com/us/podcast/kiki-quest/id1689284856Annoyance Nativity

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00:49:54

156: Rug Munchers (with Cary Horan)

Oops All Segments ·

2025/11/17

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 In12:24 Dystopian Blank23:05 Have You Seen This Movie?39:40 Random ReviewCary Horan:Wheel of Improv in Chicago: https://www.secondcity.com/shows/chicago/wheel-of-improv-chiKevin Ramberran:Club Soda

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00:55:12

155: Food Motivated (with Kelly Turner)

Oops All Segments ·

2025/11/10

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 In15:05 Hero Forgery34:01 Apple Pie on a WindowsillKelly Turner:The Concierge:

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00:56:39

154: Moth to a Jar (with Paul Foxcroft)

Oops All Segments ·

2025/11/03

The titanic Paul Foxcroft (REDACTED) crashes into the pod. Kevin transforms into a subservient creature of yore while Thomas helps Paul find a good space to host a D&D game before they try to find out why Paul is being watched from his window.Paul conjours up some segments for the future before diving into his choose-your-own-adventure game: Toilet Quest!0:00 Intro and Check In19:10 I Wish I Was Igor30:05 Toilet QuestPaul Foxcroft:Questing Time: https://www.questingtime.com/Draw Steel by MCDM:

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01:04:13

153: Rat Hole Romantasy (with Jeannine Clarke)

Oops All Segments ·

2025/10/27

Jeannine Clarke (Unexpected Productions) joins Thomas and a newly liberated Kevin. They chop it up about diversity in improv before diving into the Oddities section of APNews.Jeannine then leads some trivia pitting Historical Facts against Romantasy Book Plots. It get’s spicy.Unexpected Productions:https://www.unexpectedproductions.org/Club Soda Improv:https://www.instagram.com/clubsodaimprovTrigger Happy:https://www.instagram.com/triggerhappycomedy/Secret Family Sketch

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00:56:40

152: Ketchup

Oops All Segments ·

2025/10/13

Kevin and Thomas reconnect after some weeks away and lament the state of the world while basking in their privilege.The Winnipeg Improv Festival (Oct. 15 - 18):www.winnipegimprov.comTrigger Happy:https://www.instagram.com/triggerhappycomedy/Secret Family Sketch (Chicago):https://www.instagram.com/secretfamilysketch/Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049Ketchup - Oops All Segments - 152FOLLOW Oops All

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00:49:02

151: Dreamtime Awards (with Dave Morris)

Oops All Segments ·

2025/09/22

Multi-disciplinary artist Dave Morris appears out of thin air. The trio tackle an online journey from Life of Pi to LA Radio to National Dreamtime Awards. The guys chat movies and shows they can fall asleep to. Kevin destroys Thomas’ career. Dave makes a big change. You know who it is.00:00 Intro & Check Ins18:29 Six Degrees of Wikipedia29:28 A Perfect Movie to Fall Asleep To40:57 Exposing Thomas46:15 New Phone Who Dis?Dave Morris:www.davemorris.tvhttps://www.paperstreettheatre.ca/Le Grand Yes

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00:49:02

150: The 150th Episode Spectacular

Oops All Segments ·

2025/09/15

This one’s kind of a wash.00:00 Intro & Check Ins21:02 Presidential Fitness Test/Enterprise Chat 37:26 Marie MondoLe Grand Yes And! in Montreal - Sept. 27th, 2025:https://www.legrandyesand.com/Trigger Happy:https://www.instagram.com/triggerhappycomedy/Secret Family Sketch (Chicago):https://www.instagram.com/secretfamilysketch/Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049The 150th Episode Spectacular - Oops

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00:49:32

149: Taylor Swift (with Caity Curtis)

Oops All Segments ·

2025/09/08

Friend and improv phenom Caity Curtis fights for her life as the trio chat Jackass the Movie’s status as a queer cult hit, the proud boys, cereal, the White People sound effect, but mostly, Taylor Swift.00:00 Intro & Check Ins16:12 Taylor SwiftKevin’s Show in Manchester, England - Sept. 12th, 2025:https://www.improvnorth.com/showsLe Grand Yes And! in Montreal - Sept. 27th, 2025:https://www.legrandyesand.com/Trigger Happy:https://www.instagram.com/triggerhappycomedy/Secret Family Sketch

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