Show overview
Wayne Brady's What If?! with Jonathan Mangum launched in 2025 and has put out 27 episodes, alongside 1 trailer or bonus episode in the time since. That works out to roughly 25 hours of audio in total. Releases follow a monthly cadence.
Episodes typically run thirty-five to sixty minutes — most land between 50 min and 1h 1m — and the run-time is fairly consistent across the catalogue. The publisher flags most episodes as explicit, so expect adult themes or strong language throughout. It is catalogued as a EN-language Comedy show.
The show is actively publishing — the most recent episode landed 3 days ago, with 8 episodes already out so far this year. The busiest year was 2025, with 19 episodes published. Published by All Things Comedy.
From the publisher
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 episode on Youtube!Improvisation is a conversation baby! No script, no net, just WHAT IF?!This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fm.
Latest Episodes
View all 27 episodesDAN POVENMIRE GETS ANIMATED
PERSONAL TIME WITH WAYNE AND JONATHAN
BEN SCHWARTZ WILL NEVER STOP IMPROVISING
CARTER VAIL WANTS YOU TO TAKE HIM SERIOUSLY...SOMETIMES
ANGELA GIARRATANA TEACHES US HOW TO RESOLVE CONFLICT
ZACH ZUCKER AND VIGGO VENN WANT TO CLOWN AROUND
EDI PATTERSON PROVES LAUGHTER IS THE BEST MEDICINE | What If?! with Wayne and Jonathan
MORGAN JAY TEACHES US HOW TO PROPOSE | What If?! with Wayne and Jonathan
Ep 18What If Doug Benson Was Our Guest?!
EDoug 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 17What If Brennan Lee Mulligan Was Our Guest?!
EBrennan 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 16What If Utkarsh Ambudkar Was Our Guest?!
EThe 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 15What If James Adomian Was Our Guest?!
EJames 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 14What If Drew Carey Was Our Guest?!
EDrew 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 13What If Amir Blumenfeld Was Our Guest?!
EAmir 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 12What If Sam Sanders Was Our Guest?!
ESam 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 11What If LeVar Burton Was Our Guest!? (LIVE at Dynasty Typewriter)
EThe 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 10What If Mary Holland Was Our Guest?!
EMary 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/137173Watch this episode on Youtube!Follow Mary Holland on InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 9What If Anthony Veneziale Was Our Guest?!
EAnthony 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/137173Watch this episode on Youtube!Follow Freestyle Love Supreme on InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 8What If Greg Proops Was Our Guest?!
EGreg 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/137173Watch this episode on Youtube!Follow Greg Proops on InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Ep 7What If Jessica McKenna Was Our Guest?!
EThe 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 InstagramFollow Wayne Brady on Instagram and TikTokFollow Jonathan Mangum on Instagram and TikTokThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on What If?! via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.