Best Oops All Segments Podcasts (2025)

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158: Guess Who (with Sarah-Louise Young) 58:59

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4d ago58:59

58:59

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 G…

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Episode 55: Floor Vitamins 1:44:57

12h ago1:44:57

1:44:57

In this episode we talk about a Philly trip, condolences, the 5-second rule, and being left off of holiday cards.By ALTD Podcasts

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157: Everything Bugonia (with Will Inman) 56:22

12d ago56:22

56:22

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:…

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156: Rug Munchers (with Cary Horan) 49:54

19d ago49:54

49:54

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 Rando…

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155: Food Motivated (with Kelly Turner) 55:12

27d ago55:12

55:12

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 Int…

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154: Moth to a Jar (with Paul Foxcroft) 56:39

1M ago56:39

56:39

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: Toile…

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Episode 54: An Unwanted Halloween 1:51:00

1M ago1:51:00

1:51:00

In this year's Halloween Special, we talk about trick-or-treating in the rich neighborhood, a haunted northern Michigan hotel, do a tarot read on a recurring guest, and remind you to cough up the candy.By ALTD Podcasts

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153: Rat Hole Romantasy (with Jeannine Clarke) 1:04:13

1M ago1:04:13

1:04:13

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 Sod…

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152: Ketchup 56:40

2M ago56:40

56:40

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.com Trigger Happy: https://www.instagram.com/triggerhappycomedy/ Secret Family Sketch (Chicago): https://www.instagram.com/secretfamilysketch/ Check out our DnD show: 'W…

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151: Dreamtime Awards (with Dave Morris) 49:02

3M ago49:02

49:02

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 Ins 18:29 Six Degrees of Wikipedia 29:28 A …

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150: The 150th Episode Spectacular 49:02

3M ago49:02

49:02

This one’s kind of a wash. 00:00 Intro & Check Ins 21:02 Presidential Fitness Test/Enterprise Chat 37:26 Marie Mondo Le 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…

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149: Taylor Swift (with Caity Curtis) 49:32

3M ago49:32

49:32

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 Ins 16:12 Taylor Swift Kevin’s Show in Manchester, England - Sept. 12th, 2025: https://www.improvnorth.com/shows Le Grand Yes …

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Episode 53: AI Could Never Make This Episode 2:18:20

3M ago2:18:20

2:18:20

We talk our typical absurdities like the Kentucky Meat Shower and mailing children via USPS, but this episode takes a surprising turn into ranting and joking about AI and LLM’s: something we both passionately despite. Fortunately for us, as human beings, we can create things like this podcast.By ALTD Podcasts

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148: Final Boss (with Kara Joseph) 51:48

3M ago51:48

51:48

The Underboss of the Joseph Family finds themselves inside the Oops zone. After putting together the perfect fairway foursome, the boys tackle some of Kara’s selfish trivia. 00:00 Intro & Check Ins 14:15 Golf Club Replacement 25:14 I Kara ‘Bout You Winnipeg Studio Theatre Fundraiser - Sept. 17th, 2025: https://winnipegstudiotheatre.com/event/wst-se…

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147: Kevin’s Orifice (with Tony Beeman) 54:41

3M ago54:41

54:41

Improv expert and funny friend Tony Beeman of Unexpected Productions swings through to chat his Edinburgh experiences, Thomas’ Devil Dog experience, and Kevin’s PEZ-like nature. The trio tackle pitching each other movies before Tony makes them tackle Chat GPT’s versions of improv. There’s a lot of smacking around with Shelby’s Meat Paddle 00:00 Int…

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146: Battle of the Bands (with RJ) 45:09

3M ago45:09

45:09

Experimental musician and enigma extraordinaire RJ (Renault Jordan) brings his brand of madness to Oops All Segments. After settling in, the trio tackle some sloppy nostalgia before diving into a chaotic battle of the bands. Finally, the three attempt to take flight. 00:00 Intro & Check Ins 11:48 Night of the Living Head 18:15 The Archdeacon of All…

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145: Birthday Cameo (with Hill Kings) 55:00

4M ago55:00

55:00

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 Ins 15:22 Headl…

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144: Too Good (with Cuinn Joseph) 56:55

4M ago56:55

56:55

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 Ins 9:15 Crime Does Pay…

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143: To Be Betrothed (with Kim Florian) 1:02:48

4M ago1:02:48

1:02:48

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 Ins 11:02…

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142: Hot For Teacher (with Connor Joseph) 53:57

5M ago53:57

53:57

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 Ins …

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141: Old Man Rental (with Luke Cecelon) 52:12

5M ago52:12

52:12

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 T…

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140: Absolute Cinema (with Rodrigo Cordova) 51:20

5M ago51:20

51:20

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 Ins 13:55 Fright Club 23:10 Best & Worst Mov…

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139: Smee (with Hails Reeves) 50:46

5M ago50:46

50:46

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 Ins 14:55 Freestyle 23:31 Dinner Party Gabbing: https://ope…

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138: Fanfic (with Sam Hodge) 1:06:10

6M ago1:06:10

1:06:10

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 Ins 13:45 Head…

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137: Born (with the cast of Suddenly, Last Summer) 0:31

6M ago0:31

0:31

Our most urgent episode yet. 00:00 Intro & Check Ins Check out our DnD show: 'What We Do in the Basement’: https://podcasts.apple.com/ca/podcast/what-we-do-in-the-basement/id1552947049 Born (with the cast of Suddenly, Last Summer) - Oops All Segments - 137 FOLLOW Oops All Segments on Instagram: www.instagram.com/oopsallsegments FOLLOW Oops All Segm…

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Episode 52: Friday the 13th Special 1:41:43

6M ago1:41:43

1:41:43

In this episode we pay tribute to the unlucky day itself by talking about frat knights, the cursed Robert the Doll, smelly cruises, and a man named Unlucky Bob. And here begins Season 9 of Unwanted Answers! What a good day to start!By ALTD Podcasts

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136: ASMR (with Jesse Bergen) 54:37

6M ago54:37

54:37

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 Ins 21:00 Merry Bergen 29:16 A Vehicle Named Emotion Islamic Relief Canada Gaza Emergency Appeal: https://www.islamicreliefcanada.org/emergencies/palestine-ap…

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135: Splurge (with Tasha Roth) 55:04

6M ago55:04

55:04

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 Ins 18:07 Artist Corner 36:39 Self-Care Sunday A Streetcar Named Desire by Tenn…

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134: Lost in Translation (with Ian Ingram) 56:31

7M ago56:31

56:31

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 Ins 12:13 Barbie’s Dreamhouse 20:56 Lost in Translation Ian Ingram: JHG Creative: https:/…

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133: A Skannerz Darkly (with Freddie Powers) 48:34

7M ago48:34

48:34

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…

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132: Say Uncle (with Andrew Kerr) 53:37

7M ago53:37

53:37

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 Ins 15:12 Chump Change 23:47 (A)ndrew's (S)uper (S)egment Andrew Kerr: www.ci…

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131: End of Ze World (with Kevin Francis Connor) 53:00

7M ago53:00

53:00

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 Ins 13:56 Internet History 42:43 Wordle Trigger Happy: https://www.theannoyance.com/show/trigger-happy%3A-annoyance-signature-improv Secret Family at the Annoyance Theatre: htt…

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129: That’s What She Said (with Haley Gillman) 58:26

8M ago58:26

58:26

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 Ins 14:23 Let’s Check in with a Text Thomas Got From Kim 21:55 That’s What She Said 35:22 Letterboxd Moment…

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128: Gross (with Miguel Gauthier) 53:39

8M ago53:39

53:39

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 In…

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127: Devil’s Advocate (with Lola Selby) 45:25

8M ago45:25

45:25

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 …

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126: Punch-Ups (with Ben Krawchuk) 58:16

8M ago58:16

58:16

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 …

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125: Naked Human Knot (with Tyra Banda) 49:22

9M ago49:22

49:22

Comedian and improvisor Tyra Banda jumps into our zone for some job advice. After some pet talk, Tyra chooses a musical champion to represent them, Thomas hides behind James Baldwin, and Kevin delivers some bad news. Tyra then gets Kevin & Thomas to help assemble a rubric. Thomas calls his mommy. 00:00 Intro & Check Ins 11:32 Birthday Battle 24:14 …

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124: Face Off (with Brian Park) 52:04

9M ago52:04

52:04

Comedian and friend Brian Park gets hacked and ends up on the show. The guys talk Canadian vs. American politics, Severance, and Secret Family Sketch. Then the trio dive into the most exciting way to die. Then Brian takes action as Thomas and Kevin go head to head and face off in Face Off: The Segment. 00:00 Intro & Check Ins 20:40 Die Another Way …

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123: Hell on Earth (with Carmen Christopher) 49:38

9M ago49:38

49:38

Comedian Carmen Christopher (The Bear, I Think You Should Leave) joins us for a wild time. They chat Trump (obviously). Then Carmen takes on a devilish role as he assigns Thomas and Kevin hellish punishments before receiving one of his own. Carmen confesses some IO crime before Punished Thomas and Kevin dive into their ice cream nostalgia. 00:00 In…

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122: Snips, All Wieners! (with Hill Kings) 1:00:57

9M ago1:00:57

1:00:57

The freshly clipped wings of the Hill Kings find the duo of Brad Hild & Chris Covey in the nest of Kevin & Thomas at Oops All Segments. After Brad dishes on his vasectomy, the quadrant go trio as Thomas (soon Travis) signs off. Then the trio dive into the life of Jim Varney before playing My Movie. Then the Hill Kings take over control as Chris wal…

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121: Satan’s Duck (with Dewey Parker) 55:08

10M ago55:08

55:08

Comedian, improvisor and friend Dewey Parker hacks his way into the pod. The trio chat cereal before Dewey takes them through a hellish mallard-esque warm up. Then they get serious and sincere, discussing some positive developments in their lives. Technical issues aside, Dewey makes the boys fight through a cue-ball-esque quiz. 00:00 Intro & Check …

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120: The Golden Survivor (with Kerri Woloszyn) 49:36

10M ago49:36

49:36

Friend and improvisor Kerri Woloszyn drops by to tease us with the prospect of Oops All Segments Trivia. Valentine’s day and partner birthdays are brought up. Then the trio tackles riddles as The Puzzler takes over. Kerri takes Thomas and Kevin into the Golden Survivor contest (a reality show title game). Hatred and happiness fly as the trio trip t…

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119: Baja Blast (with David Resnick) 48:08

10M ago48:08

48:08

Friend, writer, and comedian David Resnick blasts in while they chat the origin of ‘fap’. Then they get into the retirement of the Blue Man Group. Then they flip a monkey in to Eternal Sunshine, Stroker Ace, and There Will Be Blood. Casting their vision into the future, the boys then predict how they’d fair in a post-apocalyptic scenario. Finally, …

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118: Zelda Roleplay (with Neftali Morales) 53:32

10M ago53:32

53:32

Improvisor & designer Neftali Morales steps into the dojo with Kevin and Thomas. After a bit of banter, the trio tackle an online hip-hop quiz where Thomas is mostly just around. Then Neftali takes them through a classic improv game of Zelda Roleplay. Finally they discuss impactful films on them, such as Batman Returns, the Adam West ‘60s Batman fi…

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117: Come Curious (with Kristen Einarson) 1:03:48

10M ago1:03:48

1:03:48

Comedian and Club Soda champion Kristen Einarson breaks into the world of Oops once more. In a surprisingly sincere episode (that becomes the first ever third screen experience), the trio take on the task of viewing the news pictures of the day. Kristen then gets the boys to open up as they all tackle questions from the game We’re Not Really Strang…

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116: 100% Bigger (with Marty Gleeson) 51:59

11M ago51:59

51:59

Irish Comedian in London Marty Gleeson joins the pod and introduces the boys to the differences between Irish and English culture. Kevin complains about sharing the bed while Thomas bares all. Then the greatest debate of all takes place as the trio discuss what the best dipping sauce is for French fries (chips for you folks “aCrOsS tHa BludDy PoNd”…

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115: My Best Jacket (with Jacob Dysart) 1:02:29

11M ago1:02:29

1:02:29

Actor & improvisor Jacob Dysart finds himself in the clutches of Kevin and Thomas. He tries to slip out by chatting theatrical endeavours and the works of Will Eno before the trio engage in a staring contest. Then Jacob makes the boys dive deep into their outerwear and highlight their favourite pieces. Things get pretty creative as the three chat a…

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114: Rum Tum Tugger (with Kaci Beeler & Roy Janik) 56:29

11M ago56:29

56:29

Creatives and Improv titans Kaci & Roy from Paralellogramophonograph drop by, fresh off of a Scrooge-prov show and hunting down stolen AirPods. Then the quad get into it about Cats: The Musical. After that, the four design some high-concept improv shows (including one based around celebrating the holidays in the style of David Lynch). 00:00 - Intro…

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Episode 51: The 2025 Unwanted New Year’s Special 2:15:28

11M ago2:15:28

2:15:28

In our 2nd annual Unwanted New Year’s Special, this time in honor of the upcoming year of 2025, we not only make NEW bold predictions for this next year, we also cover last year’s psychic predictions and prove our abilities. We also discuss Numbers Guy’s new years resolution, and give tips for how to host a good new year’s party!…

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113: The Duality of Man (with Timothy J. Sullivan) 54:44

11M ago54:44

54:44

Comedian/Artist/Imagineer Timothy J. Sullivan drops by to chat punk music going WOKE, Resident Evil, and perform slam poetry about balls. Then Tim takes the boys on a tour of outlandish Hollywood connections. Things get messy. 18:28 Slam Ball 31:21 The Duality of Man Tim: Instagram: www.instagram.com/timothy.j.sullivan RPG-13: https://linktr.ee/rpg…