The Bert Show (Pionaire Podcasting)

Episode: Vault: She Caught Her Friend's Husband Cheating!
Date: November 24, 2025

Episode Overview

This episode centers on listener drama submitted by Jessica, who is seeking guidance about her best friend’s marital dilemma. Jessica’s friend (“Delilah”) has known for years that her husband (“Samson”) is cheating, but chooses not to confront him or address the infidelity. Recently, Samson reached out saying he wants to have “a talk”—implying a possible confession is coming—which Delilah wants to avoid at all costs to preserve her current lifestyle and family situation. The Bert Show hosts and Jessica delve into the peculiar dynamic of knowing about infidelity but preferring ignorance, and grapple with the difficult question: Can you (or should you) prevent a partner from being honest about an affair?

Key Discussion Points & Insights

1. Laying Out the Drama: Jessica’s Call

• (03:25) The situation is introduced: Jessica, a caller, describes her best friend Delilah’s long-term knowledge of her husband Samson’s infidelity.

• Delilah is “fine with it” because he’s a good provider and father, and she’s content with her life as it is.

  Jessica: “She feels like he makes good money and takes care of kids and takes care of her really well, and she's happy with her life the way it is, and she doesn't want to, you know, cause any problems.” (05:40)

2. How Certain is She?

• Jessica confirms Delilah has solid evidence: perfume on clothes, suspicious trips, and text messages.
• Delilah’s unique stance: absolute certainty about the infidelity, but total avoidance of confrontation.

3. The Pending Confession

• (08:00) Samson signals he wants to “talk,” making Delilah fearful he intends to confess or potentially leave.

• Delilah doesn’t want to hear it—if he confesses, she feels she’ll be forced to take action, changing her family’s status quo.

  Jessica: “She feels like that if he confesses that she has to actually do something about this affair...and she just wants to live in ignorance.” (08:40)

4. Why Maintain the Status Quo?

• The group discusses motivations: Delilah’s comfort, financial security, and family harmony outweigh her concern over infidelity.

• She’s made her peace with the situation, provided nothing changes.

  Host: “So she's like, let's not rock the boat. I already know you're having sex with somebody else...but if he brings it up, then it's gonna change everything.” (10:15)

5. The Dilemma for Jessica and the Hosts

• Jessica is at a loss for advice; her husband is “dumbfounded” by the scenario.

• The group grapples with whether honesty is always best if the person on the receiving end truly doesn’t want it.

• The hypothetical: Can Delilah just tell Samson not to say anything?

  Host: “We've heard this kind of thing before…where women would say, I would just rather not know. I don't know that we've ever talked to anybody that knows for sure and just doesn't want to deal with it.” (09:10)

6. Analogy from Pop Culture

• The hosts invoke the movie Cousins—where a wife tells her cheating husband, “Don’t say anything here that’s going to change our relationship,” keeping the secret unspoken and preserving the marriage.

• Debate whether this is realistic outside of movies.

  Host: “Wow. I don't know if that's a conversation that she can have.” (15:18)

7. What If Samson Persists?

• If Samson insists on honesty because he wants to leave or change the marriage, the conversation is unavoidable.
• The only plausible way to dodge it is if he just seeks absolution for guilt—not to alter the relationship.
• They speculate on guilt, a possible “come to Jesus” moment, and whether the affair might already be over.

8. Listener Call-In Opinion

• (20:30) A caller believes Samson intends to leave Delilah, not just confess for guilt’s sake:

  Caller: “He is still leaving her. You think so?...after two or three years, right? All of a sudden he's gonna feel guilty? No, he's leaving her.” (20:32)

9. The Show Hits a Wall

• The hosts and Jessica acknowledge they’re “stumped” and have no solid advice except to check back for an update.

  Host: “You have stumped the Bert Show community. Very few calls coming in. Nobody really knows how to handle it.” (18:45)

Notable Quotes & Memorable Moments

• Jessica on Delilah's Pragmatism:
  “She's happy in her marriage. She likes the way, you know, the kind of relationship they have... She just wants to live in ignorance, if you believe that.” (08:30)

• Host on the Uniqueness of the Situation:
  “We've heard this kind of thing before, you know...I don't know that we've ever talked to anybody that knows for sure and just doesn't want to deal with it.” (09:10)

• Host on Relationships and Money:
  “Is he wealthy? He makes good money. Yeah, yeah. So everything else, if he's broke, she's like, hey, why you cheating on me?” (10:30)

• Cultural Analogy:
  “I know I've seen this in a movie before...as he's going to confess, [she] says to him...‘don't say anything here that's going to change our relationship’...keep your secrets to yourself and we're going to be fine.” (15:00)

• Host on Dilemmas of Honesty:
  “It's hard for us to encourage honesty and then try to discourage honesty...I just don't—I think that's the movies.” (18:30)

Timestamps for Key Segments

• 03:25 — Jessica introduces the cheating dilemma
• 05:40 — Jessica explains Delilah's rationale for ignoring the affair
• 08:00 — The looming conversation: Samson wants to “talk”
• 09:10 — Discussion on confronting versus ignoring infidelity
• 10:15 — The practical side: money, family, and preservation
• 15:00 — Movie analogy: keeping secrets to maintain the relationship
• 18:30 — Hosts reflect on the awkwardness of discouraging honesty
• 20:30 — Caller suggests Samson’s intent is actually to leave

Episode Takeaways

• Nobody has a definitive answer—sometimes real-life relationship boundaries don’t fit advice-giver molds.
• The hosts and Jessica surface a rare scenario: an informed partner wishing to preserve ignorance not from weakness, but calculation.
• The episode underscores how honesty, usually a relationship value, may threaten some couples’ carefully maintained status quo.
• The Bert Show promises to follow up with Jessica to see how Delilah’s story unfolds.