Hey Riddle Riddle – Patreon Preview #349: Chatterbox 30

Release Date: November 14, 2025
Hosts: Adal Rifai, Erin Keif, John Patrick Coan (JPC)

Episode Overview

This Patreon-preview episode, "Chatterbox 30," exemplifies the loose, improvisational humor "Hey Riddle Riddle" is known for, blending playful riffing with audience engagement and a sprinkling of riddles (sort of). The trio—Adal, Erin, and JPC—bounce through discussions on character naming in improv, birthday traditions, and strategies for creating memorable fake personas, all threaded with their signature blend of chaos and charm. If you're looking for puzzle-solving, you'll get more banter than brain-teasers, but listeners will savor the off-the-cuff wit and group chemistry.

Key Discussion Points & Highlights

Recovering from a Wild Recording Session

[00:00–01:50]

• The group opens by decompressing after a zany previous recording, with Adal joking about his mind being "blown" ("my brain's like, we. Whoa. We. Whoa, whoa, whoa, whoa, whoa." – Adal, 00:01).
• JPC reminisces lightheartedly about injuring his back playing an improv character, "Kung Fu Shrimp," with Adal and Erin riffing on wellness products.

"What Rhymes With Tenth?" – A Rhyme Time Rabbit Hole

[02:17–04:29]

• The gang embarks on their brand of riddling: what rhymes with the word "tenth?"
• Erin and JPC struggle to come up with rhymes, with C (Adal) offering "fence" (03:53), sparking laughter over its dubious accuracy as a rhyme.
• JPC: "Did you know a single word that rhymes with 10th?" (02:46)
• The bit spirals into joke-rap territory, culminating in them soliciting handwritten postcards from listeners with rhyme suggestions.
• Quote: "Well, right into the show, we want only handwritten letters about this matter." – Erin (03:55)

Birthday Vibes and Deadpool-Themed Parties

[04:30–07:14]

• The trio moves into a birthday tangent, with JPC teasing Erin for her ambiguous feelings about celebrating ("Didn't you say one second before we started recording that you didn't care about your birthday...?" – JPC, 05:00).
• JPC explains how having a child shifted his perspective:

  "Now that I have a kid, I'm like, well, they won't care about their birthday unless I, like, tell them that it's something to care about." (05:24)

• The "Deadpool birthday" running joke emerges, with JPC planning repeated Deadpool-themed parties for his child—"It's Deadpool, baby" (06:38)—and comically offering the same for Erin.

Approaches to Character Naming in Improv

[12:10–15:14]

• A listener question from "Dr. Bonjour Suplex" (12:10) prompts an in-depth chat on favorite character names and improv naming conventions.
• Erin praises Adal and JPC as master name-makers, and JPC shares his favorite formula:

  "Yeah, that's just my first name plus location naming convention that I use constantly." – JPC (13:14)

• Examples: “Tiffany Key Largo,” “Rick Mexico.”
• Adal favors rhythmic or rhyming pairings:

  "I enjoy first names, last names who sort of pair well together or slightly rhyme. I think is always fun." – Adal (14:11)

• JPC offers an improv teaching tip:

  "Just use real names that you've encountered in your life of people that will never hear about you doing this in an improv show." (14:40)
  Examples: "Taylor Masterson," "Jeremy Vande Bosch," "Chandler Semjan."

• The conversation is peppered with in-jokes about their Discord members’ playful usernames mirroring "third graders on a playground" (12:19–12:32).

Notable Quotes and Moments

• On Rhyme Struggles:
  "Do you know a single word that rhymes with tenth?"
  — JPC (02:46)

• On Birthdays as Adults:
  "I think when you get to a certain age, you don't have to be stressed about people singing to you anymore. So I'm in the good zone."
  — Erin (05:14)

• On Reusing Deadpool for Kid’s Parties:
  "Until they are old enough to complain about the theme for all of their birthday parties being Deadpool. It's Deadpool, baby."
  — JPC (06:38)

• On Improv Character Naming:
  "I'm giving away the secret sauce to how all of my improv gets made."
  — JPC (13:27)

Timestamps for Important Segments

• 00:00–01:50: Goofy wind-down post-recording; Kung Fu Shrimp character callback.
• 02:17–04:29: "What rhymes with tenth?"—rhyme-theory shenanigans.
• 04:30–07:14: Adult birthdays and the comedy of forced Deadpool parties.
• 12:10–15:14: Listener question: best improv character names and approaches to naming.

Episode Takeaways

• The episode exemplifies the group’s tendency to turn minor prompts into elaborate comedic riffs, blending improv theory (naming conventions) with tales from their own lives.
• There are few "actual" riddles, but the spirit of lateral thinking and joke spinning is ever-present.
• Fans looking for inside jokes, improv advice, and the hosts' infectious camaraderie will enjoy the freewheeling, tangential nature of this episode—Chatterbox indeed lives up to its name.

For the full episode and more banter, join the Clue Crew at Patreon.com/heyriddleriddle.