The Bert Show – Full Show PT 2: Wednesday, October 29 [Vault]

Original Air Date: October 29, 2025
Hosts & Cast: Bert Weiss, Kristin, Abby, Cassie, Tommy, and The Bert Show crew

Episode Overview

This segment of The Bert Show focuses on the crew's beloved “Second Date Update” and “War of the Roses” radio call-in segments, offering humor, raw honesty, and an unfiltered look into the personal dramas of listeners and hosts alike. The episode punctuates listener call-ins with lively banter, some shocking real-life situations, and an interview with Braves star Chipper Jones. Trademark Bert Show: real talk, empathy, and plenty of laughs.

Key Segments & Discussion Highlights

1. Second Date Update: The Cousin Twist

[01:48 – 07:34]

• Setup: Alicia calls in, puzzled why Robert has gone no-contact after a seemingly amazing first date that lasted all night.
• On-Air Confrontation: The crew gets Robert on the line, but he’s hesitant to reveal the “real reason” for ghosting Alicia on-air.
  • Robert: "I'm absolutely not going to say it on the air... if you start pushing me on it too, I'll just... hang up, you know." (03:32)
• Off-Air Confession, Accidental On-Air Reveal:
  • Alicia, accidentally overheard, drops a bomb: turns out she and Robert are cousins—and had a romantic night before discovering the family tie.
    • Alicia (caught off-guard): “Yeah, it sucks. Yeah, it was my cousin. Yeah. And I didn’t tell him that. I didn’t say it on the way... We had sex. Yeah.” (05:30)
• Aftermath & Cast Reactions:
  • The team tries to piece together the mishap, recapping how Robert’s brother revealed Alicia was their cousin after the date had ended.
  • Burt: “I’m really a little bit confused by the whole family tree thing here.” (06:39)
  • Co-host: “So his blood brother told him, well, you know what, you hooked up with your cousin.” (07:17)
• Listener Call-ins: People call to share their own brushes with accidental familial romance, one caller (Dave) candidly admits: “When I was about 15, I had sex with two of my first cousins… We all used to live together in one big house.” (07:59)

2. “Second Date Update” at Work—Too Much Work Talk

[16:03 – 22:18]

• Setup: Missy loved a date with her co-worker Mike, but since then he's grown distant at work.
• Phone Confrontation:
  • Mike ultimately admits the problem: the entire date, Missy talked about their coworkers and office drama.
    • Mike: “All she wanted to talk about was work, you know… obviously that I don’t want to talk about… certainly out of date, you know, I socialize to get away from work and that was basically all she talked about.” (20:23)
  • Missy is a bit surprised but takes the feedback.
    • Missy: “I didn’t think it was like that much to where it would bother you.” (21:13)
  • Mike further admits maybe dating a co-worker isn’t a great idea after all.
• Takeaway: Sometimes, the line between work and romance should stay uncrossed!

3. Braves Star Chipper Jones Interview

[22:26 – 28:11]

• Host Bert’s Guy Crush:
  • Bert playfully confesses a “guy crush” on Chipper Jones, to much amusement in the studio.
    • Burt: “I just couldn’t refrain from telling Chipper Jones that I had a guy crush on him.” (22:26)
    • Chipper, laughing: “Wow, I’m speechless… I’ve never been hit on by a man before.” (27:42)
• Inside Baseball:
  • Chipper talks about his routine, team optimism, and personal moments on and off the field.
  • Chipper: “We feel, you know, every year is going to be the year… we've been there in the World Series with a chance to win a world Championship... if we give ourselves enough opportunities, we'll certainly win another one one day.” (23:41–25:27)
  • On highlights: “You better believe I knew you guys did [watch ESPN after a big play].” (25:54)
  • On video games: “Who's better, real Chipper or animated Chipper?... That depends on what year you're talking. 96, 97… 2000, 2002, I’ve probably got a little pop.” (26:41)
• Memorable Moment: Bert asking to “shadow” Chipper for the day. Laughter erupts as the crew jokes about Bert turning into a stalker.

4. War of the Roses: The Four Bouquets Fake-Out

[28:11 – 33:04]

• The Setup: “War of the Roses” sting is set up by a wife (Shelley) concerned her husband Jamie is cheating.
• On-Air Twist:
  • Jamie goes along with the “send four bouquets to four women” – naming three “other” women and his wife.
  • Just as the studio (and Shelley) panic, Jamie flips the script:
    • Jamie: “Just put PS: I listen to The Burt Show, too, and I love my wife more.” (30:45)
  • Turns out, he’s in on the joke—no infidelity, just teasing (and a birthday surprise in the works).
  • Jamie to Shelley: “Maybe she might consider not questioning me like this until after May 9th.” (31:44)
• Relief All Around:
  • The room defuses, Shelley feels sheepish, and the segment closes with everyone laughing about the close call.
  • Burt: “That could have ended up horribly… what most women do once they hear somebody else’s name is they instantly start going off on the guy. And luckily, you waited.” (32:37)
  • Shelley: “I think my heart fell like through my body to my feet.” (32:28)

5. Standout Humor & Storytelling

• Cow Tippers Restaurant Story: Jeff tells an anecdote about witnessing a deaf patron get accidentally hit by a bathroom door at a crowded Atlanta eatery. The hosts riff on if it’s acceptable for him to tell the story, blending edgy humor with a classic Bert Show “too honest?” moment.
  • Jeff (storyteller): “Do you remember during the movie E.T. the noise that E.T. made when he was in the shed... That's what our friend did.” (12:32)
  • Burt: “I mean, you won’t offend him because he won’t be listening.” (10:51)

Notable Quotes & Time Stamps

• Alicia’s Shocking Confession:

  • “Yeah, it sucks. Yeah, it was my cousin. Yeah... We had sex. Yeah.”
    – Alicia (05:30)

• Bert, on second date mishaps:

  • “You know these things don’t end well, right? It’s very rare that they end well.”
    – Burt Weiss (19:27)

• Chipper Jones on ESPN replays:

  • “You better believe I knew you guys did…”
    – Chipper Jones (25:54)

• Jamie’s fake cheating twist:

  • “Just put PS: I listen to the Burt Show too, and I love my wife more.”
    – Jamie (30:45)

• Burt on Jamie’s call:

  • “That could have ended up horribly. Because what most women do once they hear somebody else’s name is they instantly start going off on the guy. And luckily, you waited.”
    – Burt (32:37)

Tone & Takeaways

The Bert Show is at its best when walking the line between uproarious and empathetic. The cast never shies from uncomfortable truths, whether it’s unexpected family revelations, awkward work romances, famous sports guests, or relationship stings. Despite occasional risk of oversharing—or crossing into the outrageous—the cast holds the conversation with authenticity, wit, and plenty of belly laughs.

Listeners get:

• A wild blend of real-world pitfalls and radio hijinks
• Candid insights into relationships, work, and sports
• The sense that, no matter how awkward your story is, you’re not alone—and there’s always someone on The Bert Show who’s heard (or lived) worse.

For More:
Call into The Bert Show at 1-855-BertShow or visit www.thebertshow.com for show participation and information.