Oops All Segments

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 worst lives.

Adam asks the boys to rate their commutes and the FBI shows up on Thomas’ doorstep.

0:00 Intro and Check In

18:57 Jumpstart My Heart

36:21 Worst of All Possible Worlds

49:00  Random Review

Adam Mastroianni:

The Strangest Idea In the World coming soon!

Experimental History: https://www.experimental-history.com/

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Thomas Toles

Whiskey Radio Hour Episode 31:

https://whiskeyradiohour.bandcamp.com/album/the-whiskey-radio-hour-episode-31

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Epic Emotional Music by AShamaluevMusic

https://www.youtube.com/watch?v=hqCwWaebljg

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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 In

20:31 Regrets

37:59 Name Drops

46:10  Special Gift

Cole Clarke:

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Funhaus:

https://www.instagram.com/funhauschi

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Epic Emotional Music by AShamaluevMusic

https://www.youtube.com/watch?v=hqCwWaebljg

AKA Derf Backderf(with Cole Clarke) - Oops All Segments - 168

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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 In

20:45 Mob Mentality

30:36 Speed Dating

40:55 Hungry Hungry Hypocrites 

Obediah Freeman:

Unexpected Productions:

https://www.unexpectedproductions.org/

www.instagram.com/instadiah

Kevin Ramberran:

Love is Blank (Feb. 14 in Winnipeg @ 7pm):

https://3common.com/event/love-is-blank-improvised-instant-soulmates/697a2eb237a1f326de8ecb0e

Yours Truly (Feb. 14 in Winnipeg @ 9pm):

https://3common.com/event/697a30c837a1f326de8ece7a

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Soda Pop! Pop Up Show @ The Saint (Winnipeg): https://3common.com/event/soda-pop-a-pop-up-improv-show/696969afc5471f8284c9fb14

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Epic Emotional Music by AShamaluevMusic

https://www.youtube.com/watch?v=hqCwWaebljg

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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 Intro and Check In

19:22 Worst Jobs

31:44 The Advertisement Game

40:55 Hungry Hungry Hypocrites 

Davide Montebruno:

Soap Scum presents Space Quest! (Feb. 10th in Winnipeg):

https://www.eventbrite.ca/e/soap-scum-presents-space-quest-tickets-1982077014707

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Soda Pop! Pop Up Show @ The Saint (Winnipeg): https://3common.com/event/soda-pop-a-pop-up-improv-show/696969afc5471f8284c9fb14

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Epic Emotional Music by AShamaluevMusic

https://www.youtube.com/watch?v=hqCwWaebljg

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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 Recap Gleecap

26:05 The Go-Tos

48:38 Be Our Guest

Cory Wojcik:

The Last Wife: https://royalmtc.ca/Current-Plays/The-Last-Wife.aspx

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Soda Pop! Pop Up Show @ The Saint (Winnipeg): https://3common.com/event/soda-pop-a-pop-up-improv-show/696969afc5471f8284c9fb14

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Epic Emotional Music by AShamaluevMusic

https://www.youtube.com/watch?v=hqCwWaebljg

Monoculars (with Cory Wojcik) - Oops All Segments - 165

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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: https://www.youtube.com/@HillKingsPod/videos

Apple Podcasts: https://podcasts.apple.com/us/podcast/hill-kings-podcast/id1710916157

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Soda Pop! Pop Up Show @ The Saint (Winnipeg): https://3common.com/event/soda-pop-a-pop-up-improv-show/696969afc5471f8284c9fb14

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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 Headlines: Resurrections

48:28 Heardle

Jimmy Gatliff:

https://www.instagram.com/32doubleg

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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

Jimmy Gatliff:

https://www.instagram.com/32doubleg

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments

FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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 In

10:55 What’s So Funny?

20:56 Are You Smarter than a Fifth Grader?

36:22 Kim’s Convenience

Lauren Ainsworth:

https://www.instagram.com/lamesworth_/

The Dude Cave at The Crescent Theatre (Alabama) Dec. 27th:

https://crescenttheater.com/tm-attraction/the-dude-cave-live-sketch-comedy/

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

How The Grinch Stole Improv! - Winnipeg - Dec. 27th, 2025:

https://3common.com/event/how-the-grinch-stole-improv-/6937361f0c7a8eeb21a69282

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Fifth Grade (with Lauren Ainsworth) - Oops All Segments - 161

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FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments

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 Location

Dominique Sagiao:

https://www.unexpectedproductions.org/

Kevin Ramberran:

Club Soda Improv:

https://www.instagram.com/clubsodaimprov

How The Grinch Stole Improv! - Winnipeg - Dec. 27th, 2025:

https://3common.com/event/how-the-grinch-stole-improv-/6937361f0c7a8eeb21a69282

Thomas Toles

Trigger Happy:

https://www.instagram.com/triggerhappycomedy/

Motorcycle Rocketship:

https://www.instagram.com/motorcyclerocketship/

Secret Family Sketch:

https://www.instagram.com/secretfamilysketch/

Blueprint (First Draft) @ IO Chicago:

https://ioimprov.com/shows/

Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049

Man with Balls (with Dominique Sagaio) - Oops All Segments - 160

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FOLLOW Oops All Segments on TikTok: www.tiktok.com/@oopsallsegments

SUBSCRIBE to Oops All Segments on YouTube: www.youtube.com/@oopsallsegments