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PODCAST

Wayne Brady"s What If?! with Jonathan Mangum

All Things Comedy

Wayne Brady and Jonathan Mangum are improv nerds! They’ve made stuff up for shows like “Whose Line Is It Anyway?” and “Let’s Make A Deal”, and now they’re bringing that same energy to the podcast world with WHAT IF?! On the podcast, Wayne and Jonathan invite smart, funny, and engaging guests from the worlds of comedy, science, & pop culture to have a conversation. The results are spontaneous scenes, songs, and riffs that explore the WHAT IFs of life, the multiverse, and everything! Watch this

comedy improv

All Episodes

57:29

PERSONAL TIME WITH WAYNE AND JONATHAN

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/09/29

This week, Wayne and Jonathan spend some one-on-one time talking about friendship, betrayal, and everything in between. With the help of their audience, they improvise through a first date at the Griffith Observatory, sing about a heartbreak in middle school, and play wiki-roulette, where a random wikipedia page is chosen for Wayne and Jonathan to improvise songs based on that page (what exactly is Knutsford Terrace?) Learn about Wayne and Jonathan’s friendship origin story and sit back with this

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80:41

BEN SCHWARTZ WILL NEVER STOP IMPROVISING

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/09/22

Ben Schwartz (Sonic the Hedgehog, Parks and Recreation, DuckTales) joins Wayne and Jonathan in the greatest short-form, long-form improv set in What If?!’s history. Ben is no stranger to the improv world, traveling the country with his show Ben Schwartz & Friends where he, a couple of friends, and four chairs are all it takes to entertain a room full of people for two hours straight. Whether he’s performing for two thousand people or ten people, Ben walks us through the fundamentals of Improv,

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55:16

CARTER VAIL WANTS YOU TO TAKE HIM SERIOUSLY...SOMETIMES

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/09/15

Carter Vail (100 Cowboys, Dirtman) joins Wayne and Jonathan in the studio for a music filled episode you won’t want to miss. From Connecticut to college in Miami, to the musical streets of Nashville and Los Angeles, Carter takes us through his musician’s journey from going to school to become an audio engineer to discovering his love for comedic (and serious) songwriting. Join them as Carter teaches Wayne and Jonathan about the nickname of people from Connecticut, what really goes into the mechanics

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60:32

ANGELA GIARRATANA TEACHES US HOW TO RESOLVE CONFLICT

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/09/08

Angela Giarratana (Smosh, Dropout, Starkid) drops in on Wayne and Jonathan for an episode filled with music, laughter, and a whole lot of conflict resolutions. Join them as Wayne talks about a real life street fighter moment that ended in handcuffs (but was it him or the other guy??), Angela recaps her most memorable “Am I the a**hole” scenario on Dropout, and how she prefers to handle conflict (that wraps up with a song so catchy it’ll be stuck in your head for days).FOLLOW Angela Giarratana on

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54:37

ZACH ZUCKER AND VIGGO VENN WANT TO CLOWN AROUND

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/09/01

Zach Zucker (Stamptown) and Viggo Venn (Britain’s Got Talent) spend an afternoon clowning around with Wayne and Jonathan. After meeting at a clown school in France, Zach and Viggo quickly became good friends, venturing into comedy together. Sit down and get intimate as they talk about their journey through the comedy scene, their love for the stupid and dumb, how clowning changed their lives, and an improvised song about fingers in your bottle (you’ll just have to listen to find out what that really

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59:38

EDI PATTERSON PROVES LAUGHTER IS THE BEST MEDICINE |...

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/08/29

Edi Patterson (The Righteous Gemstones, Vice Principals) joins Wayne and Jonathan in a laugh-out-loud interview as she reminisces about a British school teacher she once had in rural Texas, a surprise visit from her popular character Beandip, some improvised infomercials, and an in depth conversation about her iconic and beloved character Judy Gemstone and her time on the Righteous Gemstones. FOLLOW Edi Patterson on Instagram:

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48:45

MORGAN JAY TEACHES US HOW TO PROPOSE | What If?! with...

Wayne Brady"s What If?! with Jonathan Mangum ·

2026/08/18

Morgan Jay (Hulu, NBC, and Comedy Central) joins Wayne and Jonathan in a hilarious and very musical interview as he sings to us about his “chill proposal” to his girlfriend, an improvised song about how to make a proper pretzel, a story about Prince and an intimate after party, and a proper rizz-off with a musically talented audience member. What If?! will be LIVE at Dynasty Typewriter in Los Angeles on August 26th. (Ticket Link:

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00:57:09

What If Doug Benson Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/07/03

Doug Benson (Doug Loves Movies, Super High Me) joins Wayne and Jonathan for a hilarious What If?! sesh! Doug talks about getting stoned with his fans after shows, doing prop comedy with Judd Apatow in the Valley back in the day, how he almost became an entertainment journalist, and more!Watch this episode on Youtube! Follow Doug Benson on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast. Follow Headgum

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00:50:09

What If Brennan Lee Mulligan Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/06/26

Brennan Lee Mulligan is one of the world's most beloved dungeon masters, and he joins Wayne and Jonathan to roleplay a prison escape, talk about how his players love to sneak in Austin Powers and Kendrick Lamar references into their games, and how D&D prepared him for his eventual career... in D&D!Watch this episode on Youtube! Follow Brennan Lee Mulligan on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is

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00:50:30

What If Utkarsh Ambudkar Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/06/19

The incredible Utkarsh Ambudkar, aka UTK (Ghosts, Pitch Perfect, Free Guy) joins Wayne and Jonathan on the Headgum couches to talk and spit rhymes about being "kinda rich", start (and end) beef with Kevin Hart and Kevin James, and dish about "Ghosts." Plus, an Andre 3000 fist bump story to remember!Watch this episode on Youtube! Follow Utkarsh Ambudkar on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast

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00:55:20

What If James Adomian Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/06/12

James Adomian (Harley Quinn, Krapopolis, Jimmy Kimmel Live!) joins Wayne and Jonathan to perform an incredible medley of improvised impressions, including a scene where Bane and Blade meet in a laundromat. Plus Jonathan's surprise character cameo, Saturday morning cartoons, an Elon Musk rap, and more!Watch this episode on Youtube! Follow James Adomian on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast

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01:01:03

What If Drew Carey Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/06/05

Drew Carey is a TV legend for hosting shows like "The Price Is Right" and "Whose Line Is It Anyway," but he's in the guest seat today! Wayne and Jonathan talk to Drew about seeing Phish live in Vegas, what people yell at Drew on the street, feeling your feelings as a man, and more!Watch this episode on Youtube! Follow Drew Carey on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast. Follow Headgum

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00:46:13

What If Amir Blumenfeld Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/05/29

Amir Blumenfeld (CollegeHumor, Headgum co-founder) inspires Wayne and Jonathan to write a song about NBA Jam, plus Shaq eating a twinkie, haunted hotels, and the secret room at Headgum studios dedicated entirely to liquor!Watch this episode on Youtube! Follow Amir Blumenfeld on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What

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00:51:34

What If Sam Sanders Was Our Guest!?

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/05/22

Sam Sanders (Vibe Check, The Sam Sanders Show) joins Wayne and Jonathan to talk about craving Moo-Deng, shake-that-ass music, dating "I can fix you" type folks and more on a pop culture-recapping, freestyle-rapping, toe-tapping episode of What If?!Follow Sam Sanders on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fm See

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01:06:31

What If LeVar Burton Was Our Guest!? (LIVE at Dynasty...

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/05/15

The legendary LeVar Burton (Star Trek, Reading Rainbow, Roots) joins Wayne and Jonathan LIVE onstage in LA for the first-ever What If?! in front of an audience! From rap battles to sci-fi adventures to a hilariously off-the-rails game of trivia, this episode boldly goes where no episode of What If?! has gone before!Watch this episode on Youtube! Follow LeVar Burton on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is

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00:55:53

What If Mary Holland Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/05/08

Mary Holland (Ghosts, Nightbitch, The Big Door Prize) joins Wayne and Jonathan for a hilarious episode that includes hot tubbin', Mary flouting her flute-playing, the one word at a time game, Blumhouse horror parodies, Wayne gifting Jonathan his 40 acres, and a very touching story about a piece of toast who dreams of becoming a registered nurse! What If?! is LIVE at the Laugh Factory in Hollywood May 21! Tickets: https://tixr.com/e/137173 Watch this episode on Youtube! Follow Mary

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00:55:11

What If Anthony Veneziale Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/05/01

Anthony Veneziale, aka "Two-Touch", won a Tony Award as the conceiver and co-creator of the Broadway show Freestyle Love Supreme. Now he's bringing his improv talents to What If?! and dropping bars with Wayne and Jonathan! This episode has it all, including kiwi accents, vulnerable improv moments, and a special performance of TRUE, an improv game from FLS' live show!What If?! is LIVE at the Laugh Factory in Hollywood May 21! Tickets: https://tixr.com/e/137173 Watch this episode on

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01:01:52

What If Greg Proops Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/04/24

Greg Proops is a comedic genius, and he's also Wayne and Jonathan's guest on this week's WHAT IF?! ... From dishing on "Whose Line Is It Anyway?" lore to British Sayings to solving racism with improvised song, this WHAT IF?! has it all!What If?! is LIVE at the Laugh Factory in Hollywood May 21! Tickets: https://tixr.com/e/137173 Watch this episode on Youtube! Follow Greg Proops on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum

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01:00:37

What If Jessica McKenna Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/04/17

The hilarious Jessica McKenna (Play It By Ear, Dropout TV, Off Book: The Improvised Musical) joins Wayne and Jonathan for the most melodious episode of "What If?!" yet! From Kendrick Lamar style diss tracks to Myspace Les Miserables , this What If?! has it all!Watch this episode on Youtube! Follow Jessica McKenna on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast. Follow Headgum on Twitter, Instagram,

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00:50:35

What If Carmen Christopher Was Our Guest?!

Wayne Brady"s What If?! with Jonathan Mangum ·

2025/04/10

Comedian and actor Carmen Christopher ("The Bear", "English Teacher") joins Wayne and Jonathan and gets visited by the ghost of Future Carmen-- plus Jonathan and Carmen's Italian connection, deep dishing about Chicago, and more!Watch this episode on Youtube! Follow Carmen Christopher on Instagram Follow Wayne Brady on Instagram and TikTok Follow Jonathan Mangum on Instagram and TikTok This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What

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