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PODCAST

The Toss Up

The Toss Up is a rapid-fire interview/game show featuring two guests every week. Over the course of four cutthroat trivia and puzzle games, the players compete for a donation to charity of their choice (and infinite bragging rights).

comedy comedy interviews

All Episodes

00:34:32

58008

The Toss Up ·

2025/03/24

Tess Hurlburt & Kamiya Willoughby are back to reignite their rivalry in four games of horror and puzzles! Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:39:18

A Charizard Cheetoh

The Toss Up ·

2025/03/16

Meera Forespring and Tharu Lansakaranayake take to the stage in four fast games of puzzles, news, and Avatar: The Last Airbender! Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:33:11

A Cocaine Toupee

The Toss Up ·

2025/03/02

Kenny Jones and Katie Timzen face off in four games of music, movies, and mind-melding puzzles! Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:40:38

Yankees on Steroids

The Toss Up ·

2025/02/24

Nick Curl returns with known roommate Jack Seligmann for four fast games of news, movies, and cooking. Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:37:08

Jesus of Narnia

The Toss Up ·

2025/02/16

Sarah Frasco and Cara Larson are back to duke it out over four games of sports, TV, and YA Literature. Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:37:51

Giants on Stilts

The Toss Up ·

2025/02/10

Ben Goodwin and David Zuckerman flex their trivia skills in four games of myth and fantasy. Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:46:21

Quasimodo's Hot Boy Summer

The Toss Up ·

2025/01/26

Multi-hyphenate creatives Ivy Penn and Joi Pierre go head-to-head in four rounds of news, Disney, and puzzles. Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:31:55

A Thousand Years of Lobotomies

The Toss Up ·

2025/01/20

TWO BROTHERS Andrew and Mitch face off for sibling supremacy in four cutthroat games of news, Nintendo, and mental health trivia. Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:37:39

Can't Get Enough of the Byzantines

The Toss Up ·

2025/01/13

Joey Carlson and Zoë Hughes return for a wild romp through history, television and Minecraft! Produced and Edited by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band // Support Us at Patreon.com/TheTossUp

en-us

00:51:05

I before E except in Dreams

The Toss Up ·

2025/01/05

Aaron Hluch and Davis Grant are back for their latest battle for trivia stardom! Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band// Support Us at Patreon.com/TheTossUp

en-us

00:58:18

Spooky Celebs

The Toss Up ·

2024/04/22

Keya Vance and James Williams are no strangers to horror. They sus out spooky supernatural celebrity stories in this cutthroat competition! Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:42:02

A Hoot and a Half

The Toss Up ·

2024/04/15

Will Lebowitz and Joseph Mueller step up to test their fandom knowledge across five games of Star Wars, Video Games, and DC comics! Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:53:05

Cleft in Twain

The Toss Up ·

2024/03/17

Newly betrothed Coco Harshbarger and Nathan Weinreich put their knowledge of history and Old Hollywood to the test in five game of trivia. Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:51:36

The Sorest Winner

The Toss Up ·

2024/02/26

Davis Grant and Aaron Hluch return to the arena to decide which contestant is the most insufferable victor. Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:46:30

Name One Lesbian

The Toss Up ·

2024/02/18

Get ready for an adolescent throwback between Sarah Frasco and Cara Larson as they butt heads through five games of 2010s pop, Twilight, and Sex and the City. Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:59:58

Black Patrick Wilson

The Toss Up ·

2024/02/11

Louisa Rorschach and Kate Rafter square off in an epic battle of hyperactive minds through five games of science, entertainment, and People's Princess trivia. Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:53:25

Cheugy Champion

The Toss Up ·

2024/02/03

Calvin Bruhns and Olga Tambazidis try their luck at five games of Religious History, Actors, and 2010s Trends. Who will become the cheugy champion? Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:57:30

Whatever Dude

The Toss Up ·

2024/01/27

Anju Endo, Nana Okamoto, and Kamiya Willoughby aren't here to make friends. Only one trivia champ will be crowned victor! Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

00:48:35

A Brutal Bet

The Toss Up ·

2024/01/20

Keith and Sarah Currivean square off to see who's the better cat parent, news junkie, and Texan in five games of trivia. Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

Real Fake Science

The Toss Up ·

2024/01/15

Abe Luedtke and Nathan Ward parse fact from fiction in five games of science, rock climbing, and everything in between. Edited and Produced by Simon Leftie // Artwork by Max Kolomatsky // Music by Jacob Mann Big Band

en-us

44 results

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