Full Show PT 3: Wednesday, June 3 [Vault]
The episode opens with a stark contrast between entrepreneurial dreams and the emotional realities of relationships, using a mix of listener stories and philosophical debate. At the heart of the episode is a powerful exploration of whether cheating can ever be 'healthy' for a relationship—challenging conventional morality with real-life anecdotes where infidelity led to clarity, recommitment, or even stronger marriages. A woman who cheated before her wedding realized her love for her husband; another married woman stayed with her husband after an affair because it improved their relationship; and a man who cheated on his high school sweetheart later credited it with helping him commit. Yet the show also confronts the damage: a woman who cheated during a break was rejected by her partner, and others argue that honesty is non-negotiable. The episode culminates in a raw, emotional plea from Pauline, who publicly apologizes to her ex-boyfriend after a one-night stand during their breakup, revealing how love, regret, and self-awareness collide in real time. The conversation forces listeners to question not just what’s right, but what’s human.
Cheating can lead to clarity and recommitment, as shown by real stories where infidelity helped people realize they wanted their partner.
Infidelity without disclosure creates lasting emotional damage, even if the relationship improves—honesty is essential for trust.
People who are serial monogamous often struggle with dating multiple people, even when they claim to want freedom.
A relationship break doesn’t give you carte blanche to sleep with someone else—emotional boundaries still matter.
The most powerful apologies come not from emotion, but from calm, self-aware reflection and accountability.
…and 3 more takeaways available in PodZeus
The Dream of Entrepreneurship
The episode opens with a promotional segment for Shopify, framing entrepreneurship as a dream accessible to anyone with a vision, even while juggling multiple roles.
First Christmas Away from Family
“It was my first Christmas away from my parents, and I didn't really think it would bother me that much. But once it started getting closer to Christmas, I just started getting really sad, you know, because I'm not with my family.”
Would You Break Up Based on Your Parents’ Disapproval?
“If his dad told him that, I think it would be a different story. It could be either parent we're talking about here. So let's say it's his dad then. His dad comes up and says, you know what? Really? She just is not going to work.”
The Power of Parental Disapproval
“They said something so scary to her about you that years later she blocked your face on Facebook! Yes. Bizarre! I want to know what they said.”
The Apology That Wasn’t Enough
“I just realized that you're the only person I want. After everything that's happened, you're the only one that I want.”
“And he ends up screwing around on his wife for a couple of months. He never tells her about it. And the relationship, the marriage ended up fine. And he credits him checking out and having this side relationship. for making him realize what he wanted and committing, recommitting back to his marriage.”
“I just realized that you're the only person I want. After everything that's happened, you're the only one that I want.”
“Okay, I am a serial monogamous. I will say that out loud. I'm a serial monogamous. I hate dating. I thought dating was boring. I thought it was shallow.”
Host
Guests
Bert
person
Pauline
person
Jen
person
Ashley
person
IKEA
brand
Shopify
brand
Jeff
person
Kim
person
Lori
person
Center Parks
brand
Full Show PT 2: Monday, June 1 [Vault]
34m • 6/1/2026
Vault: His friend is encouraging him to cheat
13m • 6/3/2026
Vault: Jeff left The Bert Show
16m • 6/1/2026
Full Show PT 1: Monday, June 1 [Vault]
35m • 6/1/2026
Vault: She took an online test for eating disorders
13m • 6/2/2026
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