Ryan Hailey (Funhaus, Ryan's Game Show, film editor, musician) pulls up to the drive-thru window and receives a fresh order of a ninety-nine question interview - with cheese! Join Ryan and I as we discuss his fascinating Hollywood career goals, the strange jobs that got him here, wedding registries, bacon vests, Graceland Too, legendary radio hosts who talk to themselves, and the absolute weirdest way to paint.

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And now for something just a bit different! I sit down with an Amazon Alexa, the famous voice-activated household A.I., and, in what may be a world's first, ask her the full ninety-nine question interview. Join Alexa and I as we discuss her fighting ability, her bucket list dreams, a real talent for music, her frequent attempts to doxx me, Rob Schneider, scoffed shoes, and the horrors of teleportation devices.

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Jeff Cork (MinnMax's BetterQuest, A Fire Inside Out podcast, formerly Game Informer) grabs a handful of quarters, gets a fresh slice of pepperoni 'za and inserts 2 coins in the arcade machine, but instead of Arkanoid, actually starts up a ninety-nine question interview. Join Jeff and I as we discuss his fascinating career path, re-constructing your life's trajectory, the lost appeal of typewriters, Jay Leno, the smell of the rich, ice cream cone dinners, coolness, and a whole lot of banana talk.

The legendary STAR WARS Article, written by Jeff Cork

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Shawn Coss (Artist, 'Any Means Necessary' clothing, formerly Cyanide & Happiness) learns that the real meaning of Christmas is actually just a cool ninety-nine question interview. Join Shawn and I as we discuss what his idea of being a successful artist is, breaking out of his creative reputation, winning Candyland strategies, electric seaweed, goths, smelling scalps, and how to win Jason Momoa's affection.

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Jon Smith (Twitch streamer, formerly FunHaus) uses the mystical key of legend to open an ancient treasure chest and finds a ninety-nine question interview inside. Join Jon and I as we discuss what sparked his desires for traveling the world, his love of entertaining, the ethics of our VR future, monkey attacks, ren faire glory, octopi, a perfect Blockbuster night, and how many pockets on a vest are too many.

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Sam Reich (CEO CollegeHumor & Dropout, host of Game Changer) and I choose our finest podium to fight with and engage in a host vs host arena battle, but it just kinda sounds like a ninety-nine question interview. Join Sam and I as we discuss the state of web comedy, how he acquired CollegeHumor, the motivation to make art vs content, karaoke life hacks, magic, the genius of comic strip punchlines, being old, and 1985's movie Clue.

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AJ Moser (Epic Games, IndieHeads Podcast, formerly Game Query) and I shuffle up our decks, draw seven cards, mulligan because I didn't get any lands, and draw into a ninety-nine question interview. Join AJ and I as we discuss his career path, Star Wars Coca Cola, big Aries energy, water polo, whether it's pronounced A.T.A.T. or AtAt, a perfect pick up line, and deep speculation into the future of Pokemon.

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Jeremy VideoGames (The Jeremy VideoGames VideoGame Hour podcast & definitely NOT fictional character) joins me behind the wheel of this eighteen-wheeler truck of a podcast and drives it directly into a ninety-nine question interview. Join us as we discuss Jeremy's father Thomas VideoGame's legal woes, zoo dominance, Pungo's Bisque, Schrödinger's theme park, polygonal butts, eating far too much baklava, and ghouls.

Jeremy's manager, TR

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Oops! All celebrities! I gather together 33 HUGE celebrities from the world of movies, TV, music, pop culture, sports, comedy, and just about anything else from Cameo for a massive ninety-nine question interview. Throughout our most star studded episode ever, join us as we discuss who not to beat up, the competitiveness of Olympians, Footlocker socks, how not to act to a porn star, the closest musical equivalent to raptors running in a kitchen, who we should call, and my new best friend.

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Brennan Lee Mulligan (Dimension 20, formerly CollegeHumor, writer, actor) and I get into a philosophical debate about what exactly IS a ninety-nine question interview. but we just settle it by answering the questions. Join Brennan and I as we discuss his D&D world building tips, a legendary adventure coin, Irish catering faux pas, Tri-state area diner culture, the absolute wrong way to slice a pizza, getting in the comments, and truly some of the best stories I've ever heard.

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