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!)
  • 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)Hey Riddle Riddle at The Bell House in October 2024
  • 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 1-100
EpisodeTitleRelease dateGuest star
1Stuck in the Riddle with You7/25/2018
2My Puzzle Lies Over The Ocean8/1/2018
3Everyone's Dead!8/8/2018
4Guilty Beyond a Reasonable Mrs. Doubtfire8/15/2018
5Greased Lightnin' Round8/22/2018
6Sheep Impact!8/29/2018
7Riddle Miss Sunshine9/5/2018
8My Riddle Pony9/12/2018Arnie Niekamp
9Quiz Bop9/19/2018
10Judge, Jury, and Riddlecutioner9/26/2018
11Night of the Living DEAD STOP10/3/2018
12Three Men and A Riddle Lady10/10/2018Justin McElroy
13Throw another Riddie on the Barbie10/17/2018
14A Riddle A Day Saves Nine10/24/2018
15Bleh Riddle Riddle! a.k.a. RiddleWeen10/31/2018
16Riddle Nation11/7/2018
17The Episode That Sounds a Riddle Bit Different11/14/2018
18Hey Gobble Gobble!11/21/2018
19A Puzzle a Day Keeps the Riddle Away11/28/2018
20School Runnings12/5/2018
21Jester Tester12/12/2018Brooke Breit
22Sleigh Riddle Riddle12/19/2018
23A Year End Riddie-view12/26/2018
24New Year's Re:SOLUTIONS!1/2/2019Zach Reino, Jess McKenna
25Puzzies and Wizzys1/9/2019
26Rip Van Puzzies1/16/2019
27Kiss, Kiss, Riddle Riddle1/23/2019
28Thank you, Snake!1/30/2019
29Dungeons & Dragons & Riddles2/6/2019Becca Barish
30Love Arrow Arrow! (AKA Hey Kissy Kissy!)2/13/2019
31Take a Riddle Bit Off the Top!2/20/2019
32LOST Boyz!2/27/2019
33The One With The Most3/6/2019
34The More You Know!3/13/2019
35JUST Trains & Automobiles3/20/2019
36Dear Diary...3/7/2019
37Raccoon Penis Bone!4/3/2019
38The Great Butterbeer Showdown!4/10/2019
39Horse Court4/17/2019TJ Jagodowski
40All Sherlock!4/24/2019
41Dr. Funny Comedy5/1/2019
42Post Potatoes5/8/2019
43He's Mimble!!!5/15/2019
44Adal's $100 Give Away!!!5/22/2019
45Lucky Songbird!5/29/2019Jon Gabrus
46It Came from the Basement!6/5/2019
47Pyramid-Life Crisis!6/12/2019
48Boat Detective6/19/2019Hayes Davenport
49Carrot Bottom!6/26/2019
50Fifty Riddles GUARANTEED!7/3/2019
51JANETMORPH!7/10/2019Janet Varney
52Body Magic!7/17/2019
53It's Been... ONE YEAR!7/24/2019
54A Star is Wars!7/31/2019Jeffrey Cranor
55Just Plain Comedy!8/7/2019
56Hey Riddle City! A Pod Noir, Part 18/14/2019
57The Question Is The Answer!8/21/2019The Teachers Lounge
58Flirty Chef!8/28/2019
59That Sucks! That Rules!9/4/2019
60Floor Soup!9/11/2019
61Fun At Songs9/18/2019
62Hey Riddle City Part 2!9/25/2019
63A Pun in the Pool10/2/2019
64The Purple Episode10/9/2019
65Watson Can You Hear Me?10/16/2019
66On The Ground, In Disguise10/23/2019
67Bleh Riddle Riddle 2!10/30/2019
68The Birds, the Bees, the Nicholas Cages11/6/2019
69Dirty Sexy Riddles11/13/2019
70Hundie Dollie Giveaway Returns! AKA Rap For Daddy!11/20/2019
71Kid Friendly Episode (really!)11/27/2019
72Skull & Boneheads12/4/2019
73Sharkest Heart12/11/2019
74Booty Butt12/18/2019
75The Night Before Puzzmas w/J.P. Riddles12/25/2019
76How Far Up The Egg Do The Pants Go?1/1/2020
77ON MY GIRLFRIENDS BIRTHDAY???1/8/2020
78James Bond's Cousins1/15/2020
79I Used To Be An Improviser1/22/2020
80Beef Thief!1/29/2020
81Hey Riddle City Part 3!`2/5/2020
82A Female Robot With A Cowboy Hat2/12/2020
83Kiss Your Clone!2/19/2020
84Riddle Me Shakespeare2/26/2020
85EduCake3/4/2020
86Hey Nintendo Cafe!3/11/2020
87Not Enough Buckles3/18/2020
88Sopa De Ropa3/25/2020
89Puzzbot's April Fools4/1/2020
90Bad Riddles Unit4/8/2020
91Gotcha From The Magic Castle4/15/2020
92Unicorn Boner4/22/2020Demi Adejuyigbe
93Smart Dog/Dumb Dog4/29/2020
94Good Will Farting5/6/2020
95Alone Together For The First Time!5/13/2020
96It's Opposite Day5/20/2020
97Take Me To Your Riddles5/27/2020
98Degrees!6/3/2020
99Bottles of Beer on the Wall6/10/2020
100A Hundred Episodes, A Dozen Laughs!6/17/2020
Episodes 101-200
EpisodeTitleRelease dateGuest star
101All The Mimosas You Can Carry6/24/2020
102We're Buying the Knicks7/1/2020
103Tux On Top. Diaper On Bottom7/8/2020
104The Baron, The Countess and The Fool7/15/2020
105Milk Store7/22/2020Geoffrey James Reilly Anspaugh
106OH YEAH!7/29/2020
107Tell Me Something, College Boy8/5/2020
108We Also Make The Ducks8/12/2020
109Dollar Signs & Question Marks!8/19/2020
110Don't Matter to Me, Broccolis8/26/2020
111The Heart is the Greatest Weapon9/2/2020
112Riddies & Daddies9/9/2020Freddie Wong Beth May Will Campos
113Auto-tune Bird Sounds9/16/2020
114Carl Talk9/23/2020
115Bug!9/30/2020Mary Holland
116Three Butlers Living in the Very Same House10/7/2020
117HARcut10/14/2020
118Slamlet10/21/2020
119Bleh Riddle Riddle 3!10/28/2020
120TWO Harmonica Solos11/4/2020
121Pizza Talk Chony11/11/2020
122Rebel With A Cause!11/18/2020Jake & Amir
123Grandma Puzzles11/25/2020
124Big Grande Part 1!12/2/2020Dan Lippert Drew Tarver
124.5Big Grande Part 2!12/2/2020Ryan Rosenberg Jon Mackey
125The Brunch Bunch12/09/2020
126Seven Seventeen12/16/2020
127Best of 202012/23/2020
128Those Poor Pigs12/30/2020
129A Diaper and a Sash1/6/2021
130Papa Bear's Honey1/13/2021
131Help... (The Hundie Dollie Giveaway)1/20/2021
132Artificial Sweeteners1/27/2021
133Riddleternational Gibberish2/3/2021
134VelenStein's Monster!2/10/2021
135Cards and Flards2/17/2021
136Frodoian Slip2/24/2021
137The Origin of Snark!3/3/2021
138Nose Fish3/10/2021
139My Honk Will Go On3/17/2021
140The Sweater3/24/2021
141Welcome to the Riddle Dome3/31/2021
142She Was a Secret Genius4/7/2021
143Candle Store4/14/2021
144Flork Family Road Trip4/21/2021
145Suit-Casey4/28/2021
146Second Location5/5/2021
147Leg Day5/12/2021
148Yes and and and and and pie5/19/2021
149JustinVernon420695/26/2021
150Spice Up Your Life6/2/2021
151The Wheel of Perversion6/9/2021
152Silly Clown Valley!6/16/2021
153Welcome to Jamba Juice6/23/2021
154Beer Up The Bank Tube6/30/2021
155Eat at Tootie Poots!7/7/2021
156Espresso7/14/2021
157Can I Pitch a Podcast7/21/2021
158Three Beer Canniversary!7/28/2021
159HRR Enterprises8/4/2021
160Percy Pig Fun Dippin'8/11/2021Max & Ivan

External links