
What If Doug Benson Was Our Guest?!
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...
3 Juli 202557min

What If Brennan Lee Mulligan Was Our Guest?!
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 Kend...
26 Juni 202550min

What If Utkarsh Ambudkar Was Our Guest?!
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 K...
19 Juni 202550min

What If Drew Carey Was Our Guest?!
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,...
5 Juni 20251h 1min

What If Amir Blumenfeld Was Our Guest?!
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 dedicat...
29 Maj 202546min

What If Sam Sanders Was Our Guest?!
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, fre...
22 Maj 202551min

What If LeVar Burton Was Our Guest!? (LIVE at Dynasty Typewriter)
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 t...
15 Maj 20251h 6min


















