164 episodes

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

Hey Riddle Riddle HeadGum

    • Leisure
    • 4.9 • 2.4K Ratings

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

    #152: Silly Clown Valley!

    #152: Silly Clown Valley!

    The Clue Crew gets realistic about their futures and settles in for a doozy of a brainteaser that might land them a big time job! Can they band together to solve it before time runs out? Will JPC have anyone to love him? Will Erin ever make it to LA? Will Adal STOP crafting jokes in advance? Find out...now!...wait....finishing the upload...OK NOW!

    #WiddleWednesday

    Starring:

    Adal Rifai

    John Patrick Coan

    Erin Keif

    Editing by: 

    Casey Toney

    Theme by: 

    Arne Parrott

    Logo by: 

    Emily Kardamis & Emmaline Morris

    Want more? Get Weekly Bonus Eps on Patreon!

    Want merch? Visit our TeePublic Store! or pins, buttons & prints

    Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fm

    • 1 hr 6 min
    #151: The Wheel of Perversion

    #151: The Wheel of Perversion

    We have to start doing better with these episode titles. But that's a job for next week. This week, it is what it is. Not to mention that we've got an enterprising young comedian going through a tough time, playing God to an adoring crowd, a stroll on the beach, some unexpected results for a father of two, a peek behind the curtain of the modern factory system, a tired person who wants a break from their day job, and a timeless debate in an airless place. Strap yourself in and get ready to spin! that! wheel!

    #WiddleWednesday

    Starring:

    Adal Rifai

    John Patrick Coan

    Erin Keif

    Editing by: 

    Casey Toney

    Theme by: 

    Arne Parrott

    Logo by: 

    Emily Kardamis & Emmaline Morris

    Want more? Get Weekly Bonus Eps on Patreon!

    Want merch? Visit our TeePublic Store! or pins, buttons & prints

    Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fm

    • 1 hr 6 min
    #150: Spice Up Your Life

    #150: Spice Up Your Life

    Hello! We are here to make your week more exciting with some SPICY listener submitted riddles! We hope it works! This episode has some guys on a ski lift ,an episode of football, and two moms at a terrible bar. We also have some bad date stories a spider trying to become a movie star! Drink some water and have a great rest of your week!

    #WiddleWednesday

    Starring:

    Adal Rifai

    John Patrick Coan

    Erin Keif

    Editing by: 

    Casey Toney

    Theme by: 

    Arne Parrott

    Logo by: 

    Emily Kardamis & Emmaline Morris

    Want more? Get Weekly Bonus Eps on Patreon!

    Want merch? Visit our TeePublic Store! or pins, buttons & prints

    Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fm

    • 1 hr 1 min
    *UNLOCKED* Patreon Episode #109: The Beach

    *UNLOCKED* Patreon Episode #109: The Beach

    .....can’t seem to get a signal

    Happy bonus episode Friday for your long weekend! Here is a Patreon episode from a few months ago! If you want to help support the show and listen to 100 + more of these eps, you can subscribe at https://www.patreon.com/heyriddleriddle 

    Starring:

    Adal Rifai

    John Patrick Coan

    Erin Keif

    Editing by: 

    Casey Toney

    Theme by: 

    Arne Parrott

    Logo by: 

    Emily Kardamis & Emmaline Morris

    Want more? Get Weekly Bonus Eps on Patreon!

    Want merch? Visit our TeePublic Store! or pins, buttons & prints

    Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fm

    • 55 min
    #149: JustinVernon42069

    #149: JustinVernon42069

    We've got a whole cavalcade of madness in this episode! We're talking lonely robot creator, the most bonkers summer Olympic event, a new make & model of car, hipster hackers and we have an adorable new sponsor! Drink your milk, brush up on your toilets and whatever you do, don't fall in love with us!

    #WiddleWednesday

    Starring:

    Adal Rifai

    John Patrick Coan

    Erin Keif

    Editing by: 

    Casey Toney

    Theme by: 

    Arne Parrott

    Logo by: 

    Emily Kardamis & Emmaline Morris

    Want more? Get Weekly Bonus Eps on Patreon!

    Want merch? Visit our TeePublic Store! or pins, buttons & prints

    Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fm

    • 1 hr 9 min
    #148: Yes and and and and and pie

    #148: Yes and and and and and pie

    This week we've got an episode that all of you tooth-freaks will enjoy! All of that plus we've got a showdown between two famous ladies, a vacationer having a little treat, A Floridian conundrum, a camping trip the whole family can enjoy, communication in the 21st century, a monarchy from a great height, and a reptilian party. If you haven't got your tickets to the live show on Friday 5/21/21, go to headgum.com/live and get them now! #WiddleWednesday

    Starring:

    Adal Rifai

    John Patrick Coan

    Erin Keif

    Editing by: 

    Casey Toney

    Theme by: 

    Arne Parrott

    Logo by: 

    Emily Kardamis & Emmaline Morris

    Want more? Get Weekly Bonus Eps on Patreon!

    Want merch? Visit our TeePublic Store! or pins, buttons & prints

    Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fm

    • 1 hr 11 min

Customer Reviews

4.9 out of 5
2.4K Ratings

2.4K Ratings

Heibel75 ,

Best Fever Dream EVER!

I have never laughed out loud while working out so much! People look at me like I’m bonkers when I’m out running out at the gym because I’m listening to this podcast. It literally is the fever dream I never knew I needed in my life!

anagorithm ,

Hard to listen to

There’s some funny skits here and there, but it falls flat a lot of the time. They also go on a lot of mini social, political and religious rants that are really tiring to sit through.

Cam Kat ,

Laugh AND Cry... no, seriously

Dammit, HRR! And, you, Adal... and Erin... and JPC. Can’t go making a lady love your show, tear up at sisters and video games, and laugh until she nearly pees like that. ...Ok, so you can; wanna fight about it?! Folks, for the love of all commutes, laundry days, and things that siblings states apart can text each other at random times, making each other smile, listen to “Hey, Riddle, Riddle”. It’s just so good.

Top Podcasts In Leisure

Listeners Also Subscribed To

More by HeadGum