Wayne Brady's What If?! with Jonathan Mangum

with Wayne Brady and Jonathan Mangum

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?!

Wayne Brady's What If?! with Jonathan Mangum

[What If Doug Benson Was Our Guest?!
7/3/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-doug-benson-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Brennan Lee Mulligan Was Our Guest?!
6/26/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-brennan-lee-mulligan-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Utkarsh Ambudkar Was Our Guest?!
6/19/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-utkarsh-ambudkar-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If James Adomian Was Our Guest?!
6/12/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-james-adomian-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Drew Carey Was Our Guest?!
6/5/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-drew-carey-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Amir Blumenfeld Was Our Guest?!
5/29/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-amir-blumenfeld-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Sam Sanders Was Our Guest?!
5/22/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-sam-sanders-was-our-guest#player/index.html)

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?!

Wayne Brady's What If?! with Jonathan Mangum

[What If LeVar Burton Was Our Guest!? (LIVE at Dynasty Typewriter)
5/15/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-levar-burton-was-our-guest-live-at-dynasty-typewriter#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Mary Holland Was Our Guest?!
5/8/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-mary-holland-was-our-guest#player/index.html)

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

Wayne Brady's What If?! with Jonathan Mangum

[What If Anthony Veneziale Was Our Guest?!
5/1/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-anthony-veneziale-was-our-guest#player/index.html)

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

Wayne Brady's What If?! with Jonathan Mangum

[What If Greg Proops Was Our Guest?!
4/24/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-greg-proops-was-our-guest#player/index.html)

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

Wayne Brady's What If?! with Jonathan Mangum

[What If Jessica McKenna Was Our Guest?!
4/17/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-jessica-mckenna-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Carmen Christopher Was Our Guest?!
4/10/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-carmen-christopher-was-our-guest#player/index.html)

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!

Wayne Brady's What If?! with Jonathan Mangum

[What If Nicole Byer Was Our Guest?!
4/3/2025](/content/wayne-bradys-what-if-with-jonathan-mangum/what-if-nicole-byer-was-our-guest#player/index.html)

Nicole Byer (Nailed It!) joins Wayne and Jonathan to experiment with autotune, dole out dating advice, and hit that high note from Wicked!