Podcast Summary: The Bert Show

Episode: Vault: She In The Middle Of A Work Love Triangle
Date: January 20, 2026
Host: Pionaire Podcasting
Cast: Bert, Kristin, Abby, Cassie, Tommy & the Bert Show Cast

Episode Overview

In this lively segment of The Bert Show, the cast dives into a real-life dilemma submitted by a listener (alias "Mary") who finds herself stuck in a tangled web of romance and workplace drama. Mary, currently unemployed and financially supported by her boyfriend, faces a moral and practical crisis after interviewing for a job—only to realize her potential new supervisor is someone she secretly had a one-night stand with while still in her relationship. The conversation unfolds with raw honesty, humor, and input from listeners, offering advice and perspective on the complexities of secrets, workplace boundaries, and coming clean before the truth catches up.

Key Discussion Points and Insights

1. Mary’s Situation Revealed

• Mary’s Backstory: She lost her job two months ago and is being supported financially by her boyfriend. Both work in the tech field, and her boyfriend arranged a job interview for her at his company.
• The Twist: During the interview, she realizes her potential supervisor is someone she had a one-night stand with while living with her boyfriend.
  • ‘We just looked at each other and he started laughing and I was like, oh man. But he didn't say anything. But he knew, you know, he didn't have. He said, I think you look familiar. And I said, yeah.’ (02:10, Mary)

2. The Cast Reacts: No Excuses

• The show’s cast calls Mary out for blaming alcohol, pushing her to own her actions.
  • ‘You gotta stop using the excuse of being drunk. Cause for somebody who's really drunk, you know an awful lot of details about your evening with this guy. So don't. Yeah, it wasn't an excuse. You messed around on your boyfriend’ (02:43, Cast Member)
• Bert highlights the gravity of hiding this at work:
  • ‘You're going to have the tension every single day of having to work around this guy that you've slept with and. And having this secret right there in front of you the entire time you're at work.’ (04:00, Bert)

3. Is the Job Worth the Risk?

• The cast questions whether Mary should even consider the job, given the risk of the secret getting out and the uncomfortable work dynamic.
• Mary admits the supervisor made playful, even inappropriate innuendos during the interview, fueling the team's doubts about him as a boss.
  • ‘He was, like, winking and, like… just, you know, make any jokes and…’ (04:24, Mary)

4. Calls from Listeners: Sharing Similar Stories and Advice

• Rachel’s Similar Experience: She describes overcoming an awkward work situation with a former fling, emphasizing professionalism and honesty.
  • ‘Neither one of us said anything because we knew... We just went about our day and we had a professional relationship, and it wasn't an issue at all.’ (07:17, Rachel)
• Consensus on Honesty: Both callers and cast warn Mary that her secret is unlikely to stay hidden if she takes the job, suggesting her only control is coming clean to her boyfriend herself.
  • ‘There's no way around it. It's going to come out eventually, especially if he's feeling guilty… might as well tell him the truth. He deserves the truth.’ (07:27, Rachel)
  • ‘Because she's either gonna lose her boyfriend by telling him the truth, or she's gonna lose her boyfriend by the boss telling him the truth. Like somebody is gonna let the cat out of the bag here.’ (07:54, Cast Member)

5. Listeners Weigh In: Strong Warnings

• Nicole’s Advice: She bluntly tells Mary to avoid the job and accept the financial struggle instead.
  • ‘That boss is gonna ride her back. He gonna be throwing it in her face. And the first moment he get… it's gonna be thrown up in his face that, you know, he slept with his girl.’ (09:13, Nicole)
  • ‘Stay broke, girl. Find something else. Go to McDonald's or something.’ (09:44, Nicole)
• The risk of workplace gossip is emphasized—people agree that secrets of this kind don’t stay quiet for long.
  • ‘That is too big of a nugget for anybody to keep quiet… as soon as she walks out. I mean, that is absolutely—You have to share, especially if he's already winking and stuff.’ (10:46, Cast Member)

6. Mary’s Final Thoughts and the Cast’s Closing Take

• Mary acknowledges the risks and agrees the job is not worth it, despite her financial concerns.
  • ‘Yeah, I'm definitely not gonna do that, but I think they might be right. What if he tried to say something to my boyfriend?’ (11:14, Mary)
• The cast sums it up as the natural consequence of her choices. They arrange to check back in with Mary after the weekend for an update.
  • ‘You made a mistake. I mean, this is… This is the consequences of your actions. So you're just gonna have to figure it out. There's no easy, you know, happy answer. But I do agree, you cannot take this job.’ (11:38, Cast Member)

Notable Quotes & Memorable Moments

• “You gotta stop using the excuse of being drunk. Cause for somebody who's really drunk, you know an awful lot of details about your evening with this guy.” – Cast Member (02:43)
• “You're going to have the tension every single day of having to work around this guy that you've slept with and... having this secret right there in front of you.” – Bert (04:00)
• “There's no way around it. It's going to come out eventually… might as well tell them the truth. He deserves the truth.” – Rachel (07:27)
• “That boss is gonna ride her back… It's gonna be thrown up in his face… She knows that she don't need that job.” – Nicole (09:13)
• “Stay broke, girl. Find something else. Go to McDonald's or something.” – Nicole (09:44)
• “You made a mistake. I mean, this is… This is the consequences of your actions. So you're just gonna have to figure it out.” – Cast Member (11:38)

Timestamps for Key Segments

• 00:00–02:10: Mary introduces her dilemma and the shocking reveal at the interview
• 02:10–03:18: Cast reactions; no-excuses stance on infidelity
• 03:18–05:04: Analyzing the risks of working with her former fling
• 05:44–07:24: Listener Rachel’s story and advice on honesty in similar situations
• 07:24–09:49: Callers and cast debate whether honesty is the only option; Nicole gives blunt workplace advice
• 09:49–12:20: Closing thoughts, warnings about workplace gossip, and Mary agrees to update the show

Summary Takeaway

This episode showcases The Bert Show’s trademark mix of humor, empathy, and straight talk. The cast and callers provide a real-time sounding board for Mary’s problem—balancing financial necessity, relationship honesty, and the realities of workplace drama. The consensus? Get ahead of the truth, don’t take the job, and accept the challenging but necessary consequences of past actions. Mary promises to follow up, leaving listeners invested in what happens next.