The Bert Show – Episode Summary Episode Title: Vault: He's Afraid His Boyfriend Is Cheating With A Woman!
Date: January 12, 2026
Podcast Host: Pionaire Podcasting

Episode Overview

This episode centers on a classic Bert Show “listener drama” segment, where a caller named Karen suspects her boyfriend Aaron might be cheating—specifically, that he might be seeing a woman on the side. Karen’s suspicions are triggered when she discovers a woman’s phone number (labeled “Nicole”) in Aaron’s suit pocket while picking up his dry cleaning. The Bert Show team delves into the emotional, messy, and sometimes humorous process of uncovering the truth, bringing both the suspected “other woman,” Nicole, and Karen together on air to get to the bottom of it. The segment is filled with empathy, advice, and several laugh-out-loud moments, as well as genuine concern for everyone involved.

Key Discussion Points & Insights

1. Karen’s Discovery (01:22–02:44)

• Karen describes how she found a phone number for “Nicole” in her boyfriend Aaron’s dry cleaning.
  • She notes the handwriting was “obviously a woman’s.”
  • Karen expresses her anxiety and need for advice.
• Quote:
  “I'm a little freaked. I'm a little freaked by this.” – Karen (02:11)

2. The Bert Show’s Advice and Reactions (02:44–04:41)

• The cast asks Karen why she didn’t immediately call the number or confront Aaron.
• Various hosts suggest different approaches: one recommends confronting Aaron directly, another suggests calling “Nicole.”
  • “I think I would do the same thing. I think I'd write the phone number down on another piece of paper. Then I'd go to him or her and I say, what is this?” – (03:40)
• The hosts debate whether finding a woman’s number is immediate grounds for suspicion.

3. Planning the Confrontation (04:41–05:56)

• The Bert Show team proposes calling Nicole live on air.
• Humorous exchanges as they debate using fake accents and whether they should claim to be the dry cleaner or call as themselves.

4. Calling Nicole – Truth Comes Out (06:50–09:04)

• Nicole answers live on air and, at first, is surprised. She admits she has been dating a guy named Aaron for about three weeks.
  • She describes Aaron's looks—details that match Karen’s boyfriend.
  • Nicole shares, “We've been seeing each other a couple times a week, so it's starting to get... I hope it goes to the next level and everything.” (08:36)
• Both women’s descriptions of Aaron match, confirming they’re dating the same person.

5. Karen and Nicole’s Emotional Confrontation (09:14–13:45)

• The hosts break the news to Karen and confirm all the details match.
• Karen reacts with shock and affirmation:
  • “It's him, it's him.” – Karen (09:35)
  • “I've been with Aaron for nine months, so obviously he's telling her that he's free.” – Karen (09:46)
• Nicole is also shocked and feels lied to but isn’t as invested due to the shorter duration of her relationship.
  • “I thought I was his girlfriend. Yeah. Sorry, Nicole. Yeah, I'm his girlfriend. Wow. Well, geez, what do we do now? I mean, we're just gonna burn him?” – Nicole (12:54)

6. Plotting the Showdown: Partnering Up (13:45–16:51)

• The hosts and both women brainstorm ways to confront Aaron.
• They float humorous ideas about meeting together at the Park Tavern (Aaron’s planned date location with Nicole), or having one woman surprise him at the other’s house.
• Listeners suggest making a scene by pretending both women are pregnant—a suggestion received with laughter.
  • “Chris says that when you guys approach him at Park Tavern, you should both tell him that you're both pregnant.” – Host (16:31)
• Nicole and Karen decide to connect off-air and coordinate to confront Aaron as a team.
• Karen notes, “You've got each other's phone numbers and stuff? Well, she has mine, I have hers. Don't worry. I'll call you.” (16:51)

Memorable Quotes & Notable Moments

• “You crazy. That's why I'm calling you.” – Host joking with Karen, on why she didn't simply call Nicole herself (02:31)
• “Are we immediately crucifying this guy because he had a woman's phone number in his pocket?” – Host questioning the leap to suspicion (04:01)
• “So he may be going to the games on Saturday... Looks like he's really going to be seeing Nicole.” – Karen, connecting Aaron’s story to Nicole’s plans (10:18–10:26)
• “Are you both in agreement that you would want to do something to get... work as together as a team in order to bust this guy?” – Host, confirming the team-up (14:45)
• “I mean, he's... you know, he thought he could fool us. So let's... let's do whatever we can. You know, she should just come. She should come and bust him there.” – Karen (14:50)
• “I guess they couldn't hear what we had just talked about because we thought that maybe she could be at your house. Nicole, when he comes to get you and that you both be there together.” – Host, brainstorming with both women (15:07)
• “Fully intimate? Yes.” – Nicole, when asked about the relationship’s intimacy level (16:09)

Important Timestamps

• 01:22 – Karen recounts finding the incriminating phone number
• 02:44 – The Bert Show’s panel discusses reactions and advice
• 06:50 – Call to Nicole; revelations start
• 09:14 – Karen hears Nicole’s revelations live
• 12:52 – Both women are on the line together, stunned
• 13:45 – Hosts and listeners suggest strategies for a dramatic reveal
• 16:09 – Intimacy question; cementing the betrayal
• 16:51 – Karen and Nicole agree to coordinate off-air

Tone and Atmosphere

True to The Bert Show’s style, the tone is real, relatable, and mixes genuine empathy with a sense of humor. Hosts both validate listeners’ feelings and keep the mood from turning too dark by injecting playful banter and wry commentary. The drama is handled with care for all involved, allowing listeners to be both invested in the outcome and entertained by the process.

Final Takeaway

This dramatic, rollercoaster episode exemplifies The Bert Show’s unique blend of listener-driven storytelling, ethical “investigations,” and supportive humor. The hosts expertly facilitate a difficult conversation, empowering two women to join forces in confronting infidelity, while also giving listeners a front-row seat to real-life relationship drama—served with equal measures of heart and levity.