Hey Riddle Riddle is a comedy podcast about puzzles and riddles. The hosts are Erin Keif, John Patrick Coan, and Adal Rifai. The show is produced by Headgum. The show contains improv based on the puzzles and riddles presented to the hosts. Each episode consists of multiple riddles and puzzles, but the number and length of each varies depending on the episode. The first episode of the podcast was titled "Stuck In The Riddle With You". The podcast won a 2022 Podcast Award and was a finalist for a 2020 Discover Pods Award.
Guest stars Arnie Niekamp (Episode 8: My Riddle Pony) Justin McElroy (Episode 12: Three Men and A Riddle Lady) Brooke Breit (Episode 21: Jester Tester) Zach Reino (Episode 24: Hey Year's Re:SOLUTIONS!, Episode 259: Go and Be Good) Jess McKenna (Episode 24: Hey Year's Re:SOLUTIONS!, Episode 259: Go and Be Good) Becca Barish (Episode 29: Dungeons & Dragons & Riddles, Episode 229: Paul Turkey Mall Turkey) Jon Gabrus (Episode 45: Lucky Songbird!, Episode 428: The Snorkeling Pervert) Hayes Davenport (Episode 48: Boat Detective) Janet Varney (Episode 51: JANETMORPH!, Episode 178: ... and Whatnot, Episode 189: Escape!, Episode 200: John Travolta's Half Birthday, Episode 221: Planchette Poltergeist, Episode 253: Are Grandmas Lisas?, Episode 276: Rayzle Dayzle, Episode 296: Skip this one!, Episode 297: There's No Rules That Say A Dog Can't Not Do Riddles, Episode 315: Daisy in the Naisy) Jeffrey Cranor (Episode 54: A Star Is Wars!, Episode 197: Leprechaun Lingerie) The Teachers Lounge (Episode 57: The Question Is The Answer!) Demi Adejuyigbe (Episode 92: Unicorn Boner) Geoffrey James (Episode 105: Milk Store) Reilly Anspaugh (Episode 105: Milk Store, Episode 240: Butt. Teeth. Brains.) Freddie Wong (Episode 112: Riddies & Daddies) Beth May (Episode 112: Riddies & Daddies) Will Campos (Episode 112: Riddies & Daddies) Mary Holland (Episode 115: Bug!) Dan Lippert (Episode 124: Big Grande Part 1, Episode 211: Or Else Forget About It!) Drew Tarver (Episode 124: Big Grande Part 1) Ryan Rosenberg (Episode 124.5: Big Grande Part 2, Episode 211: Or Else Forget About It!) Jon Mackey (Episode 124.5: Big Grande Part 2, Episode 270L Guess This Mess) Branson Reese (Episode 168: Riddles Tales of Magic) Carly Monardo (Episode 168: Riddles Tales of Magic) Holly Laurent (Episode 169: Edward Splinterhands) Greg Hess (Episode 169: Edward Splinterhands) Johnny O'Mara (Episode 185: Dr. Very Good Body) Elizabeth Andrews (Episode 187: Edge of the Couch) Michael Hitchcock (Episode 205: The Ol' Happy Cabbage, Episode 247: Hollywood Hot Takes) Emily Gonzalez (Episode 212: Too Riddies; Didn't Puzzies) Kyle Ayers (Episode 224: Duckman Joe Millionaire) Sandy Weisz (Episode 226: SANDY?!) Thomas Sanders (Episode 236: Thomas the Riddle Engine) Alfred Bardwell-Evans (Episode 240: Butt. Teeth. Brains.) Jasper Cartwright (Episode 242: Cool Ranch Latte) Mano Agapion (Episode 246: Hey Factoid Factoid) Mark McConville (Episode 260: Garson Arson Larson) Tim Platt (Episode 262: Mummy Issues) Ali Fisher (Episode 262: Mummy Issues) Peih-Gee Law (Episode 266: SAW(LVE)) Joe Lepore (Episode 267: Tub Gin & Flagons) Christopher Hastings (Episode 267: Tub Gin & Flagons) David Brown (Episode 270: Guess This Mess) Seth Morris (Episode 271: BudWizArd) Ian Karmel (Episode 273: Three Donatellos) Erin Whitehead (Episode 281: A Tale of Two Erins) Jordan Morris (Episode 294: Never Stand Behind a Batman) Casey Toney (Episode 295: Can You See My Muscles Through the Phone?) Josh Gondelman (Episode 298: 2 Hams in a Clam) Anthony Burch (Episode 308: PsyCoco) Rekha Shankar (Episode 209: I'm Actually Quite Cool!) Katie Rich (Episode 312: Answer Hogs) Paul F. Tompkins (Episode 315: Daisy in the Naisy) Ross Bryant (Episode 376: All Pervert's Eve)
Episodes +Episodes 1-100Episode TitleRelease dateGuest star1Stuck in the Riddle with You7/25/20182My Puzzle Lies Over The Ocean8/1/20183Everyone's Dead!8/8/20184Guilty Beyond a Reasonable Mrs. Doubtfire8/15/20185Greased Lightnin' Round8/22/20186Sheep Impact!8/29/20187Riddle Miss Sunshine9/5/20188My Riddle Pony9/12/2018Arnie Niekamp9Quiz Bop9/19/201810Judge, Jury, and Riddlecutioner9/26/201811Night of the Living DEAD STOP10/3/201812Three Men and A Riddle Lady10/10/2018Justin McElroy13Throw another Riddie on the Barbie10/17/201814A Riddle A Day Saves Nine10/24/201815Bleh Riddle Riddle! a.k.a. RiddleWeen10/31/201816Riddle Nation11/7/201817The Episode That Sounds a Riddle Bit Different11/14/201818Hey Gobble Gobble!11/21/201819A Puzzle a Day Keeps the Riddle Away11/28/201820School Runnings12/5/201821Jester Tester12/12/2018Brooke Breit22Sleigh Riddle Riddle12/19/201823A Year End Riddie-view12/26/201824New Year's Re:SOLUTIONS!1/2/2019Zach Reino, Jess McKenna25Puzzies and Wizzys1/9/201926Rip Van Puzzies1/16/201927Kiss, Kiss, Riddle Riddle1/23/201928Thank you, Snake!1/30/201929Dungeons & Dragons & Riddles2/6/2019Becca Barish30Love Arrow Arrow! (AKA Hey Kissy Kissy!)2/13/201931Take a Riddle Bit Off the Top!2/20/201932LOST Boyz!2/27/201933The One With The Most3/6/201934The More You Know!3/13/201935JUST Trains & Automobiles3/20/201936Dear Diary...3/7/201937Raccoon Penis Bone!4/3/201938The Great Butterbeer Showdown!4/10/201939Horse Court4/17/2019TJ Jagodowski40All Sherlock!4/24/201941Dr. Funny Comedy5/1/201942Post Potatoes5/8/201943He's Mimble!!!5/15/201944Adal's $100 Give Away!!!5/22/201945Lucky Songbird!5/29/2019Jon Gabrus46It Came from the Basement!6/5/201947Pyramid-Life Crisis!6/12/201948Boat Detective6/19/2019Hayes Davenport49Carrot Bottom!6/26/201950Fifty Riddles GUARANTEED!7/3/201951JANETMORPH!7/10/2019Janet Varney52Body Magic!7/17/201953It's Been... ONE YEAR!7/24/201954A Star is Wars!7/31/2019Jeffrey Cranor55Just Plain Comedy!8/7/201956Hey Riddle City! A Pod Noir, Part 18/14/201957The Question Is The Answer!8/21/2019The Teachers Lounge58Flirty Chef!8/28/201959That Sucks! That Rules!9/4/201960Floor Soup!9/11/201961Fun At Songs9/18/201962Hey Riddle City Part 2!9/25/201963A Pun in the Pool10/2/201964The Purple Episode10/9/201965Watson Can You Hear Me?10/16/201966On The Ground, In Disguise10/23/201967Bleh Riddle Riddle 2!10/30/201968The Birds, the Bees, the Nicholas Cages11/6/201969Dirty Sexy Riddles11/13/201970Hundie Dollie Giveaway Returns! AKA Rap For Daddy!11/20/201971Kid Friendly Episode (really!)11/27/201972Skull & Boneheads12/4/201973Sharkest Heart12/11/201974Booty Butt12/18/201975The Night Before Puzzmas w/J.P. Riddles12/25/201976How Far Up The Egg Do The Pants Go?1/1/202077ON MY GIRLFRIENDS BIRTHDAY???1/8/202078James Bond's Cousins1/15/202079I Used To Be An Improviser1/22/202080Beef Thief!1/29/202081Hey Riddle City Part 3!`2/5/202082A Female Robot With A Cowboy Hat2/12/202083Kiss Your Clone!2/19/202084Riddle Me Shakespeare2/26/202085EduCake3/4/202086Hey Nintendo Cafe!3/11/202087Not Enough Buckles3/18/202088Sopa De Ropa3/25/202089Puzzbot's April Fools4/1/202090Bad Riddles Unit4/8/202091Gotcha From The Magic Castle4/15/202092Unicorn Boner4/22/2020Demi Adejuyigbe93Smart Dog/Dumb Dog4/29/202094Good Will Farting5/6/202095Alone Together For The First Time!5/13/202096It's Opposite Day5/20/202097Take Me To Your Riddles5/27/202098Degrees!6/3/202099Bottles of Beer on the Wall6/10/2020100A Hundred Episodes, A Dozen Laughs!6/17/2020
+Episodes 101-200Episode TitleRelease dateGuest star101All The Mimosas You Can Carry6/24/2020102We're Buying the Knicks7/1/2020103Tux On Top. Diaper On Bottom7/8/2020104The Baron, The Countess and The Fool7/15/2020105Milk Store7/22/2020Geoffrey James Reilly Anspaugh106OH YEAH!7/29/2020107Tell Me Something, College Boy8/5/2020108We Also Make The Ducks8/12/2020109Dollar Signs & Question Marks!8/19/2020110Don't Matter to Me, Broccolis8/26/2020111The Heart is the Greatest Weapon9/2/2020112Riddies & Daddies9/9/2020Freddie Wong Beth May Will Campos113Auto-tune Bird Sounds9/16/2020114Carl Talk9/23/2020115Bug!9/30/2020Mary Holland116Three Butlers Living in the Very Same House10/7/2020117HARcut10/14/2020118Slamlet10/21/2020119Bleh Riddle Riddle 3!10/28/2020120TWO Harmonica Solos11/4/2020121Pizza Talk Chony11/11/2020122Rebel With A Cause!11/18/2020Jake & Amir123Grandma Puzzles11/25/2020124Big Grande Part 1!12/2/2020Dan Lippert Drew Tarver124.5Big Grande Part 2!12/2/2020Ryan Rosenberg Jon Mackey125The Brunch Bunch12/09/2020126Seven Seventeen12/16/2020127Best of 202012/23/2020128Those Poor Pigs12/30/2020129A Diaper and a Sash1/6/2021130Papa Bear's Honey1/13/2021131Help... (The Hundie Dollie Giveaway)1/20/2021132Artificial Sweeteners1/27/2021133Riddleternational Gibberish2/3/2021134VelenStein's Monster!2/10/2021135Cards and Flards2/17/2021136Frodoian Slip2/24/2021137The Origin of Snark!3/3/2021138Nose Fish3/10/2021139My Honk Will Go On3/17/2021140The Sweater3/24/2021141Welcome to the Riddle Dome3/31/2021142She Was a Secret Genius4/7/2021143Candle Store4/14/2021144Flork Family Road Trip4/21/2021145Suit-Casey4/28/2021146Second Location5/5/2021147Leg Day5/12/2021148Yes and and and and and pie5/19/2021149JustinVernon420695/26/2021150Spice Up Your Life6/2/2021151The Wheel of Perversion6/9/2021152Silly Clown Valley!6/16/2021153Welcome to Jamba Juice6/23/2021154Beer Up The Bank Tube6/30/2021155Eat at Tootie Poots!7/7/2021156Espresso7/14/2021157Can I Pitch a Podcast7/21/2021158Three Beer Canniversary!7/28/2021159HRR Enterprises8/4/2021160Percy Pig Fun Dippin'8/11/2021Max & Ivan
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