The Bert Show (Pionaire Podcasting)

Episode: Full Show PT 2: Wednesday, December 17 [Vault]

Date: December 17, 2025

Episode Overview

This episode serves up signature Bert Show humor and authenticity, focusing on listener drama, relationship stories, and a candid group discussion about perceptions, temptation, and trust within the show. The main highlight is a call-in update with Erin—a friend of the show who recently dated an A-list celebrity—and a playful, revealing group segment where cast members and listeners weigh in on which show member is "most likely to cheat." The tone is lively, self-deprecating, and as always, real.

Key Segments and Discussion Points

1. Erin & The A-List Celebrity Love Story: The Final Chapter

[01:40 – 13:40]

• Recap:
  The hosts revisit Erin’s whirlwind dating saga with an unnamed A-list celebrity, providing new listeners with a two-minute recap of key moments: meeting on a film set, late-night hotel rendezvous, flirty conversations, and her decision not to escalate things physically early on.

• Live Call with Erin:
  Erin joins the show for an update:

  • She reveals there has been "no call" from the celebrity since he moved location for filming.
  • She's honest about feeling slightly disappointed but not regretful.
  • The group teases Erin about whether she wishes she’d been more forward, discussing the “bragging rights” of being on a celebrity’s list.
  • Erin stands firm: "I think I’ve made the right decision. I don’t think I want to be on that list." [08:18]
  • She clarifies she hasn’t called or chased him, despite occasionally looking at his number: "I have not called. Cross my heart." [11:42]
  • Erin jokes if nothing happens, the show can have his number for their trouble.
  • The hosts praise Erin for “playing it right” by not chasing or giving in easily.

• Notable Quotes:

  • Erin: "I just happen to make the list in the city, so I’m excited." [08:04]
  • Erin: “He’s attractive... but if he wasn’t an A-lister, I don’t think I’d be sweating it.” [11:18]
  • Bert: "If you make them troll a little bit, you make it a fight, then I think you've got them." [12:35]

Memorable Moment

• Erin reflecting on her experience and keeping a cool head, even amidst the show's playful prodding. The exchange is relatable, funny, and insightful about dating dynamics.

2. On-Air Game: Which Bert Show Member Is Most Likely to Cheat?

[16:03 – 25:35]

• Segment Premise:
  The cast explores how their self-perceptions differ from listeners' by asking provocative questions. Today's topic: "Which morning show member would be most likely to cheat on their spouse—and why?"

• Hosts’ Self-Reflections:

  • Most cast members (playfully) nominate Crash—citing his reputation and antics.
  • Jen is also brought up due to her “good girl/bad girl” dynamic.

• Listener Call-Ins:
  Listeners contribute their takes, offering both humorous and thoughtful reasoning:

  • Sicily: Cites Bert’s family history but ultimately picks Crash. "Hands down, you know, drunken stupor, Crash more than likely." [19:49]
  • Maureen: Nominates Jen: "Because she's so pretty, and I just know that once somebody's gonna rule her, and then she's gonna be like, okay, I'm going with you. Now it's your turn." [21:08]
  • Deborah: Also votes Jen, referencing her “bad girl” vibes: “You already married a rock star.” [24:10]
  • Harrison: Picks Bert: "I wouldn't be surprised if you haven't already." [23:16]

• Hosts Respond:

  • Bert openly discusses his past and fear of infidelity due to his father's actions: "It's still the thing that scares me most about my marriage... but it's a burning question that scares the hell out of me." [20:41]
  • Jen laughs off the suggestions, affirming her loyalty but embracing her “bad girl” perception.
  • The group keeps it playful and self-deprecating throughout.

Memorable Quotes

• Bert: "Maybe that's why I don't [cheat], because I saw what it can do. I mean, my dad did this to my mom for years and years and years." [23:42]
• Jen (on being perceived as the one to cheat): "I'm like, I got the bad girl trying to come out of the good girl." [24:17]
• Crash (joking): "I'm pretty hardcore, too. When I cheat, I go all out, man." [23:49]

Notable Moment

The honest, humorous confrontation of taboos (cheating, reputation) makes for raw, compelling morning radio. The hosts’ willingness to be candid and poke fun at themselves is both disarming and endearing.

Timestamps for Key Segments

• [01:40] Erin recap & setting up the call
• [06:42] Erin joins for live update
• [11:42] Erin on resisting the urge to reach out
• [16:03] Shift to group perception game
• [18:17] The “most likely to cheat” question drawn
• [19:49] Sicily’s call (Crash nominated as most likely)
• [20:41] Bert on his fear of infidelity
• [21:08] Maureen’s call (Jen nominated)
• [23:16] Harrison’s call (Bert nominated)
• [24:10] Deborah’s call (Jen nominated)
• [25:22] Group reflections and consensus

Episode Tone and Style

• Language: Candid, irreverent, and conversational
• Atmosphere: Playful, supportive, occasionally introspective; ribbing and teasing are affectionate, not mean-spirited
• Standouts: Authentic talk about dating, relationships, and self-image—the Bert Show’s bread and butter

Summary for New Listeners

• If you missed it: This episode is a prime example of The Bert Show’s charm—a mix of real-life drama (with Erin’s celebrity almost-romance), hilarious honesty about personal flaws, and delightful group dynamics. Listeners are brought right into the studio circle, sharing laughs, awkward confessions, and a frank look at the realities behind radio personas.

• Why listen?
  The cast’s chemistry and willingness to make themselves vulnerable—about both the fun and cringeworthy aspects of life—make it feel like a group hangout with friends who aren’t afraid to "go there."

Notable Quotes (with timestamps)

• Erin: "I think I’ve made the right decision. I don’t think I want to be on that list." [08:18]
• Erin: "I just happen to make the list in the city, so I’m excited." [08:04]
• Bert: "Maybe that's why I don't, because I saw what it can do. My dad did this to my mom for years." [23:42]
• Jen: "I'm like, I got the bad girl trying to come out of the good girl." [24:17]
• Sicily (listener): "Hands down, you know, drunken stupor, Crash more than likely." [19:49]

Conclusion:
This episode blends storytelling, audience engagement, and self-aware humor, inviting listeners to laugh, reflect, and even cringe—all in good spirits. Whether you’re invested in Erin’s love life or just love the group’s brand of messy honesty, this one's full of fun, friendship, and a little bit of therapy for all.