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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

00:55:00

145: Birthday Cameo (with Hill Kings)

Oops All Segments ·

2025/08/11

Pod brothers the Hill Kings bring the filth slinging to the Oops-zone as Brad Hild-Frenette and Chris Covey try to drag Kevin and Thomas into Arlen. The quad chat birthday belligerences before checking out the headlines. Then it’s time for Chris to take them through Mad Libs before Brad starts his own Fight Club.00:00 Intro & Check Ins15:22 Headlines27:39 Brad Libs (Mad Libs)34:05 Scrap CongregationThe Apricots & Brad’s Band in

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00:56:55

144: Too Good (with Cuinn Joseph)

Oops All Segments ·

2025/08/04

Friend and artist Cuinn Joseph comes back to the basement for a funny ride. The trio chat about how they could turn their day jobs into criminal endeavours. Then Cuinn takes the guys through getting to first base, second base, third base, and getting a home run. And then things get a bit more complicated…00:00 Intro & Check Ins9:15 Crime Does Pay21:18 Sexy BaseballCuinn Joseph:JHG Creative:https://www.instagram.com/jhgcreative/Trigger Happy:https://www.instagram.com/triggerhappycomedy/Secret

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01:02:48

143: To Be Betrothed (with Kim Florian)

Oops All Segments ·

2025/07/28

Thomas’ to be betrothed Kim Florian joins the boys once again. The happy couple take Kevin to task on his upsetting improv show. They discuss what kind of liquids they can Depend before getting a bit unhinged.Kevin then leads the group through a few games of Heardle. Then Kim struggles to empathasize with her enemies.00:00 Intro & Check Ins11:02 Full Diaper17:55 Get Silly With It21:48 Ya Heard35:46 Scapegoats51:59 Secret ConservativeKim Florian:Close Quarters

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00:53:57

142: Hot For Teacher (with Connor Joseph)

Oops All Segments ·

2025/07/21

Man of mystery Connor Joseph slinks onto the show. The trio chat struggle meals with wild combinations that they’ve indulged in. After dropping some important MLK knowledge, Connor brings the boys to confessional as everyone attempts to explain themselves.The boys then compose an ode to teachers that’s entirely respectful.00:00 Intro & Check Ins17:20 Struggle Meals25:59 See What Had Happened Was43:00 You Ode Me OneConnor

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00:52:12

141: Old Man Rental (with Luke Cecelon)

Oops All Segments ·

2025/07/14

Friend and funny man, Luke Cecelon comes back for a chat. They rewrite Game of Thrones with Guy Fieri in Westeros. Then Luke takes the boys on a tour overseas where they each select an old man to rent for one another should they find themselves in Japan.In an attempt to gain a glimpse into what wise old men must know, the trio then dive into the Today I Learned subreddit and finally try to ruin the show with the worst segment possible.00:00 Intro & Check Ins12:26 Dragons & Diners19:05 Ossan

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00:51:20

140: Absolute Cinema (with Rodrigo Cordova)

Oops All Segments ·

2025/07/07

Friend and actor Rodrigo Cordova joins the boys for a cinephile chat. Kevin invoices Thomas as Rodrigo helps Kevin say goodbye to Streetcar. Then the trio talk about moments of real fear that got them shook.Rodrigo then gets them to discuss the best and worst films they’ve ever seen.00:00 Intro & Check Ins13:55 Fright Club23:10 Best & Worst Movies40:01 The Emoji Movie QuizRodrigo Cordova:https://www.instagram.com/rodricordova24/pool (no water) - (Winnipeg

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00:50:46

139: Smee (with Hails Reeves)

Oops All Segments ·

2025/06/30

Hails Reeves (host of Gabbing the Pod) drops in to chat about making a podcast to keep a friendship alive. Then Thomas and Kevin go toe-to-toe in a pirate freestyle.Hails then gets their party planner on and the trio concoct their ideal dinner party with famous guests.00:00 Intro & Check Ins14:55 Freestyle23:31 Dinner PartyGabbing:https://open.spotify.com/show/5iqYVZYmuZ4KfVfXbo0yrt?si=977249a9640346bb&nd=1&dlsi=efc4fd77f89e4e15On Instagram:www.instagram.com/gabbingthepodTrigger

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01:06:10

138: Fanfic (with Sam Hodge)

Oops All Segments ·

2025/06/23

Friend and theatre artist Sam Hodge swings by the pod for some post-Streetcar chat. The trio get to solving the world’s problems before diving into the headlines of the day.Sam then gives the boys a history lesson on Fan Fiction including The Loud House Revamped before showcasing his own Oops All Segments Fanfic.00:00 Intro & Check Ins13:45 Headlines23:40 Oops All FanficAn Exhaustive Defence of Fanfiction:https://www.youtube.com/watch?v=wvP_BLMgYBgSugarboyz - JHG Creative (Winnipeg

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00:00:31

137: Born (with the cast of Suddenly, Last Summer)

Oops All Segments ·

2025/06/16

Our most urgent episode yet.00:00 Intro & Check InsCheck out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049Born (with the cast of Suddenly, Last Summer) - Oops All Segments - 137FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegmentsFOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegmentsSUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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00:54:37

136: ASMR (with Jesse Bergen)

Oops All Segments ·

2025/06/09

Jesse swings in to talk about the Switch 2 release, feeling like a king among nerds, and what variations on Tennessee Williams’s classic would be better. It’s a wild ride.00:00 Intro & Check Ins21:00 Merry Bergen29:16 A Vehicle Named EmotionIslamic Relief Canada Gaza Emergency Appeal:https://www.islamicreliefcanada.org/emergencies/palestine-appealA Streetcar Named Desire by Tennessee Williams (June 11 - 15 in Winnipeg):https://www.the28thminute.com/a-streetcar-named-desireTrigger

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00:55:04

135: Splurge (with Tasha Roth)

Oops All Segments ·

2025/06/02

Friend and actor Tasha Roth drops into the pod to chat her new-found affinity for Winnipeg Pro Wrestling and finally answer Kevin’s old text messages. The crew dives into their artwork of their youth before Tasha takes them on a journey of self-care.00:00 Intro & Check Ins18:07 Artist Corner36:39 Self-Care SundayA Streetcar Named Desire by Tennessee Williams (June 11 - 15 in Winnipeg):https://www.the28thminute.com/a-streetcar-named-desireTrigger

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00:56:31

134: Lost in Translation (with Ian Ingram)

Oops All Segments ·

2025/05/26

GTA expert and regular guy Ian Ingram joins the guys to chat musicals before diving into Barbie’s Dreamhouse. After doing their best to design the home of their deepest desires, Ian leads the duo in an anime contest. It’s a real nail biter.00:00 Intro & Check Ins12:13 Barbie’s Dreamhouse20:56 Lost in TranslationIan Ingram:JHG Creative:https://www.instagram.com/jhgcreative/A Streetcar Named Desire by Tennessee Williams (June 11 - 15 in

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00:48:34

133: A Skannerz Darkly (with Freddie Powers)

Oops All Segments ·

2025/05/20

Comedian and voice actor Freddie Powers starts by dream casting our Oops All Segments post-show host before diving into their experiences at summer camp.Then they chat pet peeves and problems (specifically Freddie’s frustrations with Hot Pot).Freddie takes the trio to toy town for some puppet play. Then the trio wish Thomas’ mother Melissa Steele a happy birthday on air.00:00 Intro & Check Ins13:59 Worst Pet You Ever Had26:26 Toys of Your Time37:31 I Need An AdultFreddie Powers:1.7 Miles to Lake

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00:53:37

132: Say Uncle (with Andrew Kerr)

Oops All Segments ·

2025/05/12

Funny friend Andrew Kerr aka xXxbluntk1ll4xXx locks in and lets loose with Kevin and Thomas. The trio chat about things serious and silly before digging into Thomas’ finances.Andrew takes over with a super segment regarding few of his favorite uncles.00:00 Intro & Check Ins15:12 Chump Change23:47 (A)ndrew's (S)uper (S)egmentAndrew Kerr:www.cigarettes.comSecret Family at the Annoyance Theatre (Thursdays at 8pm in Chicago):https://www.theannoyance.com/show/secret-familyA Streetcar Named Desire

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00:53:00

131: End of Ze World (with Kevin Francis Connor)

Oops All Segments ·

2025/05/05

Thomas dishes about his latest trip across the pond while Kevin loses some locks. Then the boys take a horrifying look at the past before playing Wordle.00:00 Intro & Check Ins13:56 Internet History42:43 WordleTrigger Happy: https://www.theannoyance.com/show/trigger-happy%3A-annoyance-signature-improvSecret Family at the Annoyance Theatre:https://www.theannoyance.com/show/secret-familyA Streetcar Named Desire in Winnipeg (June 11 - 15):https://www.the28thminute.com/a-streetcar-named-desireCheck out

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00:58:24

130: Coffee with a Creature (with Jillian Mueller)

Oops All Segments ·

2025/04/28

Funny friend Jillian Mueller swings through. After Thomas and Kevin try to get Jillian to feature them in the Chicago Reader, they do a Conclave Oops All Segments-style (spin the wheel). Thomas poses to Kevin and Jillian his deeply troubling Cupcake Quandary. Things get repetitive for a while before Jillian gets the boys into sharing beverages with cryptids! 00:00 Intro & Check Ins12:06 The Cupcake Quandry22:21 Repeater25:35 Coffee with a CreatureJillian Mueller:Trigger Happy:

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00:58:26

129: That’s What She Said (with Haley Gillman)

Oops All Segments ·

2025/04/21

Friend and Secret Family member Haley Gillman gets familiar with the guys as they live react to one of Thomas’ strongest pieces of creative work. Then they get into each other’s Letterboxd accounts and things get critical.00:00 Intro & Check Ins14:23 Let’s Check in with a Text Thomas Got From Kim21:55 That’s What She Said35:22 Letterboxd MomentHaley Gillman:Secret Family: https://www.theannoyance.com/showsFan Fiction: https://www.theannoyance.com/archive/fan-fictionA Streetcar Named Desire in

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00:53:39

128: Gross (with Miguel Gauthier)

Oops All Segments ·

2025/04/14

A blast from Thomas and Kevin’s past brings the friction as Miguel Gauthier joins the duo. Miguel cracks out his famous jokes as the boys get gross and go over their writings from the past. Miguel introduces Kevin and Thomas to See Ya Ladle and they get their food gripes on. Finally, the trio flash back to fashion faux pas from their past.00:00 Intro & Check Ins14:26 Throwback Attack30:48 See Ya Ladle42:20 Bad FitMiguel Gauthier:Smooch: www.instagram.com/weheartsmoochA Streetcar Named Desire in

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00:45:25

127: Devil’s Advocate (with Lola Selby)

Oops All Segments ·

2025/04/07

Funny friend Lola Selby pops in to spit some truth about Pedro Pascal’s coffee order and get overstimulated. Kevin gloats about his viral success as a rapper and Thomas explains his not-so-modest proposal.The trio chat about the best parts of their living quarters before Lola puts the boys into a devilish situation of ethical dilemmas.Kevin then pisses off Lola so much they leave.00:00 Intro & Check Ins21:10 Coolest Space27:53 Devil’s AdvocateLola

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00:58:16

126: Punch-Ups (with Ben Krawchuk)

Oops All Segments ·

2025/03/31

Actor and friend Ben Krawchuk scampers his way into our world. The trio tackle Kevin’s love of Grimace while Ben discusses his past as a Hamburger. Kevin then takes the white boys through the national anthem of Trinidad. After that, Ben gets the boys to punch up dramatic films. Then the boys take it to the playground and talk strategy.00:00 Intro & Check Ins13:26 National Anthem Throwdown24:06 Punch-Ups40:34 Four Square & Seven Years AgoClub Soda Improv Turns 8! (April 4th,

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