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Hey Riddle Riddle

Author: Headgum

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Riddles! Puzzles! WhoDunnits! Adal Rifai, Erin Keif and John Patrick Coan, three of Chicago's most overrated improvisers, are on the case to solve every riddle, puzzle, brain-teaser, and head-scratcher known to humanity. Some riddles are almost impossible, some are absolutely improbable, and some simply have not aged well. And if you don't like riddles, don't worry! This podcast is barely about them!


Like what you hear? Join the Clue Crew for weekly bonus episodes at Patreon.com/heyriddleriddle


602 Episodes
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Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
#377: Hello Dali!

#377: Hello Dali!

2025-10-0801:12:191

We stand by 0% of our takes and songs in this episode!Starring:Adal RifaiJohn Patrick CoanErin KeifPlease check out https://rabiesalliance.org/Editing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmThis episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/RIDDLE and get on your way to being your best self.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Our friend Ross Bryant stops by to perfectly slot into the whole vibe of the show. Starring:Adal RifaiJohn Patrick CoanErin KeifGuest:Ross BryantEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
#375: You're My Taco R2D2

#375: You're My Taco R2D2

2025-09-2401:10:56

We talk about those damn delivery robots, learn some Erin Facts, and probably get to a few damn riddles! Starring:Adal RifaiJohn Patrick CoanErin KeifEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmThis episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/RIDDLE and get on your way to being your best self.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
#374: Rat Kebabs

#374: Rat Kebabs

2025-09-1701:10:28

Listen to this episode and really take a minute to sit and think of what your Transformer name would be and what exact vehicle you'd turn into. Me? 'Sassparilla' and a 2001 Chrysler PT Cruiser (with the wood side panelling). Starring:Adal RifaiJohn Patrick CoanErin KeifEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
#373: The Riddle Inspection

#373: The Riddle Inspection

2025-09-1001:13:071

We are famously a riddle podcast.Starring:Adal RifaiJohn Patrick CoanErin KeifEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
It's the last of our live from LA episodes and we have former Jeopardy champion Joey Bland on to talk about something that happened 20 years ago. If you liked today's ep, you're going to love the Like Minds Podcast!Starring:Adal RifaiJohn Patrick CoanErin KeifGuest:Joey BlandEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmThis episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/RIDDLE and get on your way to being your best self.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
We're joined by Vegas bound buds Paul Rust & Neil Campbell! Mostly I (Adal) just want to apologize for declaring that 'Pyramid Song' is on Kid A. I've been listening to Kid A Mnesia and it caused me to falter....Also come see us on tour!Starring:Adal RifaiJohn Patrick CoanErin KeifGuest:Neil CampbellPaul RustEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Our friend Zach Reino joins us at the Headgum studios in LA. This is another one of those classic "we are all actually in the same room together" episodes. Also come see us on tour!Starring:Adal RifaiJohn Patrick CoanErin KeifGuest:Zach ReinoEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
#369: Star Wars (1979)

#369: Star Wars (1979)

2025-08-1301:12:17

In today's episode we read riddles, try our best to answer them, and then do scenes inspired by those riddles. Nothing else happens! Also come see us on tour!Starring:Adal RifaiJohn Patrick CoanErin KeifEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmThis episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/RIDDLESee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
He's back! He's back! We've got stand-up darling Josh Gondelman back on the Riddle horse! Check out his new special Positive Reinforcement! Also come see us on tour!Starring:Adal RifaiJohn Patrick CoanErin KeifGuest: Josh GondelmanEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmThis episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/RIDDLESee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Comments (110)

J. Gilmore

Casablanca is great, Erin doesn't know what she's talking about

Aug 7th
Reply

Bardificer

Awww, remember when we would run polls on Twitter with competing hashtags? Remember when the Internet worked?...🥲

Apr 12th
Reply (1)

Bardificer

Man I wish they would stop using "Thy" to mean "The"

Mar 31st
Reply

Daniel

p9.l.... ...lI'm Korea 🇰🇷 ml..

Mar 28th
Reply

Brian M

RINDLES 😂

Feb 7th
Reply

Bardificer

The opposite of mouse is elephant

Dec 31st
Reply

Nuqady

zapp is a funk band from the 80s

Oct 24th
Reply

Jennifer Browne

Omg! I have been preaching that Felix's is better the Acme everytime I go to New Orleans and no one ever believes me. People always insist on going to Acme because it's famous but it's just not as good.

Sep 8th
Reply

Bardificer

Why is Mikey and Janet and the Tuna 15 the funniest thing ever

Jun 29th
Reply

:P

the basketball player riddle glitched and skipped the whole reading and answering??? 😱

Jun 17th
Reply

:P

28:40 I thought the answer was gonna be "they don't yell, they bark" 😂

Jun 7th
Reply

Maur

Josh was absolutely delightful. I hope he returns.

Apr 5th
Reply (1)

Timothy Carter

Best episode ever!

Mar 22nd
Reply

Dax Stormrider

As someone who has only heard him on Magic Tavern, I was so very surprised to learn that's what Matt Young sounds like

Feb 16th
Reply

:P

i want a villainous sidekick podcast now 😭😂

Dec 3rd
Reply

Maur

Full disclosure: that psychedelic skit is one of the best in the podcast's history.

Nov 30th
Reply

:P

thought that Tommy "Weak-arms" when Adal's character asked what he could possibly do would've said "kick you in the nuts!!" 😂

Oct 19th
Reply

Brian M

little monkey bones 😍

Oct 16th
Reply

:P

"*You* have it bad!? I play the oboe!” 😂

Oct 3rd
Reply

:P

I've heard that exact hold music before tho....spooky.... 😂

Oct 3rd
Reply