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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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/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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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/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.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.