The Bert Show – Full Show PT 2: Friday, November 14 [Vault]

Original Air Date: November 14, 2025
Main Cast: Bert (Host), Kristin, Abby, Cassie, Tommy, Ellen, Sandra Hope (Private Investigator), Other Co-hosts, Ben, Alexandra
Theme: An irreverent and authentic morning show exploring real-life drama, love gone wrong, and pop culture competitions.

Overview

This episode of The Bert Show delivers its signature blend of humor, authenticity, and relatable drama. The main segments focus on two stories:

1. A deep-dive into "The Dating Antichrist"—a toxic ex-boyfriend's past, uncovered live with the help of private investigator Sandra Hope.
2. A high-spirited trivia challenge: Listeners take on reigning VH1 pop culture champs 'Chupacabra,' with public humiliation at stake.

The cast balances laugh-out-loud commentary, supportive conversations, and probing questions—with a tone that’s lively, sarcastic, and empathetic.

Key Discussion Points & Insights

1. Unmasking the Dating Antichrist (00:47–15:51)

Ellen’s Story: Why Her Ex Earned the Title

• Ellen recounts her three-year relationship with a man so bad she refers to him as the "dating Antichrist."
  • Early red flags: boasts about legal trouble (including "shot a Mustang driving down the interstate") (03:43)
  • Betrayal: caught him intimately involved with her best friend, right next to her while she was sleeping (03:55–04:17)
  • Deceit: his job was actually with an escort service, and she found incriminating photos (04:28)
  • Final straw: baseless accusations and nearly violent behavior (04:51–05:10)
• Ellen’s reflection:
  • “You know, it's embarrassing to even admit those stories, even years later.” (05:28)

The Private Investigator’s Report

• Sandra Hope from Mate Check PI presents her findings on the “Dating Antichrist”:
  • Multiple arrests from 1998 onward (drugs, paraphernalia, weapon charges, etc.) (06:33–07:07)
  • All crimes committed in Florida; currently living with his mother in Georgia, no job, no car in his name (10:25–11:16)
• Sandra's revelation:
  • “He probably needed somewhere to—obviously he was selling drugs. So he probably was thinking she might be a good drop house, which would be a good place to drop the drugs to sell them.” (06:29)

Reflections & Humor from the Cast

• Cast and Ellen react with a mix of disbelief and gallows humor (06:17–11:35):
  • Surprise at deeper criminal history than Ellen realized (07:38–07:55)
  • Reflection on the weird magnetism of toxic partners:
    “That's the thing about a dating Antichrist, is that you can see it. Just, for whatever reason, they have this gravitational pull and you can't pull yourself away.” (12:48)
• Speculation on what life would've been like had Ellen stayed:
  • “You would have been going over and seen us [at] his mother's house. You'd probably have to drive, and you'd probably be driving around to pick up the next score.” (13:13)

Wrap-up and Audience Q&A

• Mild closure for Ellen: her ex is stuck with an unambitious existence (13:09–13:35)
• Audience caller “Ginger” asks if Ellen stayed friends with the betraying best friend:
  • “No ... she wanted to meet [my new boyfriend] and I realized that I definitely couldn't do it.” (15:12)
• The cast jokes they should do a background check on Ellen’s current boyfriend, continuing their playful, protective banter.

2. The World Series of Pop Culture Challenge (18:17–35:13)

The Setup (18:17–23:15)

• Atlanta-based trivia team 'Chupacabra' wins VH1's pop culture game show, taking home $250,000.
• Ben challenges Chupacabra, proposing a charity bet for Bert’s Big Adventure (19:42–20:22)
• Cast pushes for higher stakes: “There’s got to be some kind of public humiliation” (20:33)

Building the Challenger Team

• Ben recruits Atlanta’s best trivia minds, including “Dave” (Ellen’s teammate) and “Beth,” building an “Atlanta Dream Team” (22:14–24:06)
• Ellen jokes Ben is a “trivia poacher” (23:15)

The Stakes and Negotiations

• The crew brainstorms potential humiliating penalties:
  • Crowning Chupacabra champions in public (25:12)
  • Live karaoke (25:49)
  • Elvis costume walk down Peachtree (26:27)
  • Chest or bikini waxes (27:42–28:23)
• The hosts suggest:
  • Ben and team must choose between streaking Peachtree naked, a naked group “team hug” in a sleeping bag during a segment, Speedo-clad “SmyrnaBration” attendance, or a humiliating “Chupacabra rules” tattoo (29:34–31:52)
  • Tattoo is a hard no; Speedo at SmyrnaBration is finally accepted after Ben calls his teammates (33:05–33:25)

Famous Quotes & Memorable Moments

• Ben (regarding public humiliation):
  “This is gonna be much more unpleasant for everyone else, I tell you that.” (33:56)
• Co-host, on the trivia showdown:
  “Who goes up to Tiger Woods and goes, ‘You know what? I saw what you did at the British Open. … Let’s just do the back nine.’” (21:32)
• Co-host, about Ben's confidence:
  “You can’t back down now. You know that you’re going to beat them, so it’s not even an issue. Like, you’re not going to have to get your bikini waxed, so you might as well just say yes.” (28:34)

Final Challenge Setup

• Stakes set: Ben’s team agrees to attend SmyrnaBration in Speedos if they lose (33:25)
• Both teams ready for the local “World Series of Pop Culture” to be aired by The Bert Show (34:28–34:49)
• Closing banter, with Ben failing to land any cool intimidation lines—showing he’s trivia, not trash talk.
  “He's a trivia guy.” - Co-host (35:04)

Timestamps for Important Segments

| Timestamp | Segment | |-----------|-----------------------------------------------------| | 00:47 | Start of Ellen’s ‘Dating Antichrist’ segment | | 03:35 | Ellen details her relationship and red flags | | 06:17 | Private Investigator Sandra Hope joins in | | 07:02 | Breakdown of ex’s criminal record | | 10:25 | Current status of 'Dating Antichrist' revealed | | 13:09 | Reflection on Ellen’s avoided future | | 15:01 | Ginger asks about Ellen’s ex-friend | | 18:17 | World Series of Pop Culture segment intro | | 22:14 | Ben builds his trivia challenger team | | 26:21 | Penalty negotiation: Elvis walk proposed | | 27:42 | Bikini/chest wax wager banter | | 29:34 | Show’s list of extreme alternatives revealed | | 33:05 | Ben returns to accept Speedo at SmyrnaBration | | 34:28 | Challenge setup for Pop Culture showdown |

Notable Quotes

• “He probably meant you had a good potential of maybe in a good dropout. That’s what he could have meant.”
  — Sandra Hope, explaining criminal jargon (06:20)
• “So what you effectively have done is gone and tried to build, like, an Atlanta Dream team to take on Chupacabra.”
  — Host (23:08)
• “It's Fantasy trivia league.”
  — Ben (23:37)
• “You've recruited this all star team... so I hope the Annie is good enough for you to take them on, because I'd love to hear what happens.”
  — Host (24:49)
• “I have a feeling that we should be doing some kind of background check on the guy that you're dating now. I don't know why. I just have this feeling that something's going on there also.”
  — Host (15:22)
• “You would have been going over and seen us. Him at his mother's house. You'd probably have to drive, and you'd probably be driving around to pick up the next score.”
  — Sandra Hope (13:13)
• “It's like Will Ferrell in Wedding Crashers. Mom! Meatloaf!”
  — Ellen, on her ex’s fate (15:51)

Tone and Style

• Language & Banter: Fun, sarcastic, deeply real—hosts riff off each other’s jokes, support guests, and playfully challenge one another and listeners.
• Mood: A blend of catharsis for those who've escaped toxic love and excited competitive energy for trivia lovers.

Conclusion

This episode of The Bert Show is a signature example of relatable morning radio, artfully mixing heavy, real-life topics with playful competition and sharp wit. The segment with Ellen is both a cautionary tale and a source of comfort for anyone who’s survived a sketchy relationship. Meanwhile, the pop culture trivia challenge unites loyal listeners in Atlanta’s own version of an epic face-off, raising the humor stakes along with the public ones.

Listeners are left with:

• Relief and laughs about dodging a “dating Antichrist”
• Anticipation for a showdown between Atlanta’s trivia heavyweights—where embarrassment (and Speedos) await the losers