Alexis Rhiannon (writer, actor, comedian, Dropout) dramatically uses her slayer shot targeting the ninety-nine question interview and wins! Join Alexis and I as we discuss her path in improv comedy, her Blood on the Clocktower skills, a Dutch personality, Old Bay, funky middle names, chicken feet, sloppy bowls, imagining, winning HQ & flirting with your friends in 2027.

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Amir Blumenfeld (from Jake & Amir, actor, comedian, podcaster, formerly 'If I Were You', formerly Headgum) tries to find out if it's a dream....but oh sheesh y'all, twas a ninety-nine question interview. Join Amir and I as we discuss the twists & turns of his career, being the King of the Internet, doing it for the Jost of it, sports trivia, the 90s Kelly's, Taylor Swift, bulgogi, Ben Schwartz's tournaments, being on the cusp, & the infamous half court shot "prank" .

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Tao Yang (Dropout, writer, comedian, actor) and I make sure to hydrate by drinking all 99 ounces of this ninety-nine question interview. Join Tao and I as we discuss his introduction to the world of improv comedy, charcuterie boards, DisneySea's mysterious mascots, fighting a sick animal, brining, taco comedy, blue milk, internet micro-dramas, the captions to Alvin & the Chipmunks on Netflix & the sheer beauty of Evo Moment 37.

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Evil Uno (AEW pro wrestler, co-creator of Mystery Wrestling) gives me just enough hope spots for the crowd to get into this match over the course of a ninety-nine question interview. Join Uno and I as we discuss the origin of the Dark Order, behind the scene stories of wrestling's most innovative promotion Mystery Wrestling, his love of pro wrestling sillyness, his 24 hour long match, ranking Batmen, Nintendo memories, sumo, a impromptu referee deathmatch, a fresh Peep, a brony fed, mini-golf & Brodie Lee's lasting legacy.

Photo album of the custom made Dark Order VHS mentioned before question 51!

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Jacquis Neal (actor, comedian, host of Crowd Control on Dropout) crushes a high fastball deep to left-center field, and the ball is...unravelling into a ninety-nine question interview - who could've seen that coming! Join Jacquis and I as we discuss his inspiration to get on stage, Crowd Control season 2, the Chicago Cubs, 90s R&B, General Hospital, dangerously good pick-up lines, time travel plans, wrestlers doing improv, and having sushi tower money.

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Renata Price (Crit Build, video essayist, critic, games writer) and I find out that the core of the anarchist tradition is that power is always illegitimate, unless it proves itself to be a ninety-nine question interview in disguise. Join Renata and I as we discuss attempting to break new ground in the medium of video essays with Crit Build, how Red vs Blue changed her life, too much caffeine, the Kuleshov effect, new slurs, click-through rates, dot zone domains, Trotsky, re-learning to sing, & Caves of Qud.

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Kenneth Shepard (writer for Kotaku, host of Normandy FM, formerly Polygon & Fanbyte) flash-forges an omni-blade so sharp that it can cut clean through a ninety-nine question interview. Join Kenneth and I as we rank some of his favorite games of all time, being a "new" New Yorker, Mega Raichu, his Danganronpa tattoo, Starburst Minis, Duke Hoover, dolphin noises, & videogame crushes.

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Chanse McCrary (Smosh, actor) makes the trip out to the ren faire and is served a tankard filled with a ninety-nine question interview. Join Chanse and I as we discuss his comedy inspirations, the truth behind the viral 'Adderall dance', horse burgers, Michael Bublé, magical tattoos, long boarding, hash browns & the joys of winning a Guinness World Record.

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