The Bert Show – "Vault: He Wants To Win Over His Ex Wife!"

Episode Date: February 17, 2026

Episode Overview

This episode centers on the recurring Bert Show segment "The One That Got Away." In this installment, the cast helps listener Devin, who is wrestling with the desire to reconnect with her ex-husband after years apart. The show features live call-ins, listener advice, and a touching exploration of regret, love, and whether people—and relationships—really change with time.

Key Discussion Points & Insights

1. Introduction to "The One That Got Away" Segment

• The hosts explain the premise: reconnecting listeners with someone they feel may have been "the one" who slipped away.
• Reference to a prior unsuccessful attempt at helping someone reach out to their "one that got away."

2. Devin's Story: Regret & Reconnection

• Background:
  • Devin (on voice disguiser) shares her history with her ex-husband—lifelong friends from a small town, childhood sweethearts.
  • Pressured by family and community expectations, they married young (age 21).
  • Relocating to Atlanta, their lives and ambitions diverged, leading to a nasty divorce that embarrassed both families.
• Devin’s Current Feelings:
  • Devin expresses that with maturity, she now recognizes how young and unprepared they were, and blames the pressure for their marital problems.
  • She misses her ex deeply: "He was my best friend. I feel like now that I'm older... he really might have been the one." (04:18)
  • Hesitant to reach out directly due to the past's messiness and family embarrassment.

3. Reflections on Love Lost and "What Ifs"

• Devin compares her relationship with her ex to all subsequent ones: "Everybody that I’ve dated, it’s just nobody is... nobody’s like him... I haven’t found that with anybody else." (05:56)
• She admits to total disconnection from her ex since the split—no updates, no contact.

4. What Devin Wants

• She wants to know:
  • If he ever thinks about her in the same way (07:03)
  • If he ever wishes they’d gotten together at a later age
  • If he’s found love with anyone else
  • How his life and career have turned out

5. Listener Calls: Warnings and Encouragement

Megan's Perspective – A Word of Caution ([07:52])

• Megan advises against reaching out:

  "She ended up remarrying her ex husband... They immediately fell back into their old patterns... and the divorce that came later was messier than the first one."

• Warns that history often repeats, especially with "tight" relationships where it’s easy to revert emotionally.

Renee's Perspective – Take the Leap ([10:10])

• Renee insists Devin should reach out:

  "She doesn’t want to regret anything... You never want to live in regret, Devin."

• Highlights the value of taking a chance, especially if genuine love remains.

Heather's Perspective – It Can Work Out ([10:46])

• Shares her own story of breaking up with a fiancé at 20, then reuniting and now about to marry at 25:

  "It’s always worth a shot..." (11:19)

6. Facing the Possibility of Closure, Not Reunion

• The hosts urge Devin to consider: What if her ex is happily remarried, with kids, and moved on?
• Devin responds:

  "If that has happened, then I will just... get closure... Even if we could have closure and leave it on better terms... that would be enough." (11:53)

7. The Plan to Reconnect—With Safeguards

• Hosts propose finding her ex (assigning the pseudonym "Mike").
• Devin will come up with ten questions for her ex, to be asked anonymously—she can listen in but remain off the air.
• If signals are positive, they may connect directly later.

  "If you think there’s a green light there, who knows? We could put you guys on together if you want." (13:52)

• Devin agrees, affirming:

  "For me, it’s better knowing than not. You know, I’m definitely ready." (14:21)

Notable Quotes & Memorable Moments

• Devin reflecting on youth and pressure:

  "We got married when we were 21, and it’s been a few years. Now that I’m older, I feel like he really might have been the one. And I really wish there wouldn’t have been so much pressure on us to get married at a young age." (04:18)

• Devin on what makes her ex special:

  "I knew him, you know, inside and out… I haven’t… found that with anybody else." (05:56)

• Megan’s warning:

  "They immediately fell back into their old patterns... the divorce that came later was messier than the first one." (08:36)

• Renee’s encouragement:

  "You never want to live in regret, Devin." (10:26)

• Devin’s readiness for closure:

  "If that has happened, then I will just—get closure. I mean, I’m hoping he’s not with somebody, cause I really do. I really do love him. But either way, I’m definitely ready." (11:53)

Important Segment Timestamps

• Listener Devin’s story begins: 02:40
• Devin shares regrets/longing: 04:18
• Devin describes dating life post-divorce: 05:56
• Listener Megan offers a cautionary tale: 07:52
• Listener Renee encourages Devin: 10:10
• Listener Heather offers hope: 10:46
• Devin on seeking closure: 11:53
• Plan for anonymous questions established: 13:17
• Devin agrees to the next step: 14:21

Tone & Style

The conversation is conversational, frank, teasing but compassionate—classic for "The Bert Show." Listeners and hosts alike swing between laughter and empathetic advice, earnestly invested in the outcome of Devin’s story. The call-in segment provides both cautionary and inspirational perspectives, keeping the focus squarely on humanity, vulnerability, and second chances.

Summary

This episode delves into the sticky, sweet, and sometimes sour reality of reconnecting with "the one that got away." Devin, the caller, grapples with regret, hope, and uncertainty, supported by a chorus of both cautionary and uplifting stories from listeners. The Bert Show crew orchestrates a sensitive way forward—granting both a shot at reunion and a path to closure, reinforcing the show’s signature warmth and authenticity.