Podcast Summary: Hey Riddle Riddle - Episode #363: Stuart Big

Release Date: July 2, 2025

Introduction

In Episode #363 of Hey Riddle Riddle, hosted by Headgum, the trio—Adal Rifai, Erin Keif, and John Patrick Coan (JPC)—embark on their signature blend of improvisation, humor, and riddle-solving. This episode, titled "Stuart Big," delves into a variety of entertaining topics, from playful debates about the papacy to intricate riddle segments, all infused with the hosts' unique comedic flair.

Pope Persona Parodies

The episode kicks off with Adol jokingly expressing his desire to become the Pope, sparking a humorous discussion among the hosts about unconventional candidates for the papacy.

• Adol Rifai [00:06]: "I really want to be pope… it was a joke. Oh, yeah, I was."

• JPC [01:20]: "Who do you guys think should be pope?"

• Aaron [01:29]: "I think whoever wants at least…"

The conversation evolves into playful suggestions, including celebrities like Jordan Peele and a duo proposal featuring Keegan-Michael Key and Jordan Peele.

• JPC [02:02]: "Popes, and they're hilarious. Oh, they would do so many funny pope sketches."

This segment highlights the hosts' improvisational skills and their ability to infuse humor into seemingly serious topics.

Movie Discussion: Conclave

Transitioning from papal parodies, the hosts discuss the movie Conclave, sharing their thoughts and favorite moments.

• Adol Rifai [04:03]: "Have you guys watched Conclave?"

• Aaron [04:11]: "I thought it was very good…"

They particularly enjoy Stanley Tucci's portrayal of a cardinal and the film's unexpected twists.

• JPC [04:20]: "Tucci makes everyone pasta."

The discussion underscores the hosts' appreciation for clever storytelling and character development in films.

Riddle Solving: Tattoo Mystery

A significant portion of the episode is dedicated to solving riddles, showcasing the hosts' collective problem-solving abilities.

• Adol Rifai [14:23]: "I am born in pain. You dictate my shape, my place, and my name… God."

• JPC [14:26]: "A tattoo, Aaron."

This riddle introduces the segment, followed by humorous improvisational scenes imagining the consequences of a botched tattoo session.

• Adol Rifai [14:28]: "It is a tattoo."

The segment reinforces the podcast's central theme of riddles and puzzles, blended seamlessly with comedic storytelling.

Personal Updates: Cross-Country Road Trip

JPC shares personal news about an upcoming cross-country drive from California to Chicago, adding a relatable and personal touch to the episode.

• JPC [09:14]: "I have a wedding on Saturday."

• Adol Rifai [12:19]: "The only thing I care about with a cross country drive is not driving through the mountains at night."

This update provides listeners with insight into the hosts' lives outside the podcast, fostering a deeper connection.

Sponsored Segments: Rocket Money & Squarespace

In line with podcast norms, the hosts incorporate sponsored messages promoting Rocket Money and Squarespace, maintaining their signature humor.

• Adol Rifai [31:11]: "Download the Rocket Money app today and tell them you heard about them from my show."

• Adol Rifai [33:00]: "Squarespace. The all in one website platform designed to help you stand out and succeed online."

These segments are cleverly integrated, ensuring they complement the overall flow without disrupting the listener's experience.

Listener Interactions: Reviews and Voicemails

The episode features interactions with listeners through reviews and voicemail messages, adding an interactive dimension.

• Adol Rifai [63:26]: "A friend introduced me to the show in March. I spent two months unable to listen to anything else…"

• Lucas [59:35]: "Is Aaron dating my fish?"

These contributions showcase the community aspect of the podcast, allowing listeners to feel engaged and part of the conversation.

Conclusion: Riddle Rewind and Final Thoughts

Wrapping up, the hosts revisit previously discussed riddles in the "Riddle Rewind" segment, solving them with renewed insight.

• Adol Rifai [35:27]: "I can bring you love and comfort. I can bring you death."

• JPC [35:34]: "Swing."

Final thoughts and light-hearted banter conclude the episode, leaving listeners entertained and eager for more.

Notable Quotes

• Adol Rifai [00:06]: "I really want to be pope… it was a joke. Oh, yeah, I was."

• JPC [14:26]: "A tattoo, Aaron."

• Adol Rifai [31:11]: "Download the Rocket Money app today and tell them you heard about them from my show."

• Adol Rifai [35:27]: "I can bring you love and comfort. I can bring you death."

Overall, Episode #363 of Hey Riddle Riddle masterfully blends humor, personal anecdotes, and intellectual challenges. The hosts' chemistry and improvisational prowess create an engaging listening experience, while interactive segments and thoughtful riddle discussions keep the content fresh and entertaining. Whether you're a long-time listener or new to the show, this episode offers a delightful mix of comedy and brain-teasers that embody the essence of Hey Riddle Riddle.