The Bert Show: Vault – Charlie & Heather (Pt 1)

Podcast: The Bert Show (Pionaire Podcasting)
Episode Date: November 6, 2025
Cast: Bert, Kristin, Abby, Cassie, Tommy, and others
Episode Theme: Revisiting one of the most unforgettable listener stories, the saga of Charlie’s dramatic proposal attempts to his girlfriend Heather, with fresh insights and real-time twists.

Episode Overview

In this "Vault" episode, the Bert Show dives back into listener drama with the infamous story of Charlie and Heather. The hosts recount—and relive with callers—the rollercoaster of Charlie’s double proposal, extravagant plans, and startling revelations. This episode is full of suspense, humor, and Bert Show’s trademark authenticity as they involve the audience in dissecting a real-life romantic soap opera.

Key Discussion Points & Insights

1. Scene-Setting: The Unforgettable Proposal Story Begins

• [01:03] Show Host: Reminds listeners that this was "the most talked-about couple of days in Bert Show history," spanning a whole weekend and multiple follow-ups.
• Episode will be delivered in three parts due to the story's complexity.

2. Charlie’s Recap: Second Proposal Plans

• [01:19 – 01:57] Charlie (Caller):
  • Charlie had previously proposed to Heather at the Seattle Space Needle, but she said she wasn't ready.
  • Eight months later, he’s about to propose to her again, this time at her dad’s large birthday dinner with family.
  • Proposal details: "I got two carats on a platinum setting... made a big banner, says, 'Will you marry me, Heather? I love you forever.' I’m gonna come out with the banner and the ring on a tray..." [02:23]

3. Raise the Stakes: The Show’s Reaction

• [02:52] Show Host: Senses how invested Charlie is—"There is nothing anybody’s gonna say to you to make you rethink this, huh?"
• [02:56] Charlie: "Oh, not at all. After the whole weekend that I planned."

4. Bombshell: A Co-worker Reveals Heather’s Secret

• [03:05 – 03:47] Kelly (Heather's Co-worker, Caller):
  • Urgently tells the show: “You’ve got to get Charlie back on that phone. He cannot get on that plane." [03:08]
  • Reveals Heather isn’t just in St. Louis for her grandmother—she's reconnected with her ex, a high school sweetheart, to whom she was previously engaged.
  • "She’s planning on quitting her job, and she’s moving back. I mean, this is serious. She’s not messing around." [03:35]
  • The alleged ex will almost definitely be at the family party—potentially derailing Charlie’s dramatic proposal plans.

5. Frantic Efforts to Reach Charlie

• [03:47 – 03:53] Show Host & Charlie:
  • Bert and co-hosts scramble to call Charlie before he can walk into a public heartbreak.
  • “It goes right to voicemail.” – The sense of urgency and helplessness is palpable.

Notable Quotes & Memorable Moments

• Charlie, on his second proposal:
  "I’m gonna go there... and I’m gonna have, like, a whole set of people playing violin, and I’m gonna come out of the kitchen with the banner and the ring on a tray and ask her if she would marry me at her dad’s birthday party."
  — Charlie (Caller) [02:23]

• Kelly’s bombshell revelation, full of urgency:
  “You’ve got to get Charlie back on that phone. He cannot get on that plane... She hooked up with her ex boyfriend... She’s planning on quitting her job, and she’s moving back. I mean, this is serious. She’s not messing around.”
  — Kelly (Heather's co-worker, Caller) [03:08, 03:35]

• Panel’s shocked reaction:
  “There is nothing anybody’s gonna say to you to make you rethink this, huh?”
  — Show Host [02:52]

• Attempting crisis intervention:
  “You’ve got to call him back.”
  — Co-host [03:50]

Important Timestamps

• [01:03] – Show Host introduces the return of the Charlie & Heather saga.
• [01:19] – Charlie recounts the Space Needle proposal and why he’s proposing again.
• [02:20] – Elaborate plan for the public proposal at Heather's father's party.
• [03:08] – Sudden intervention by Kelly, a co-worker with inside knowledge.
• [03:35] – Revelation of Heather’s reconnection and plans to move back with her ex.
• [03:47 – 03:53] – The team desperately tries to warn Charlie before it’s too late.

Style & Tone

• Engaged, conversational, dramatic, and sprinkled with the humor and quick banter characteristic of The Bert Show.
• The cast and callers are invested, with genuine concern, disbelief, and sympathy for the unsuspecting Charlie.

Summary Takeaway

Part 1 of the Charlie and Heather “Vault” story is a true radio drama, blending the thrill of live storytelling with real emotional stakes. The hosts walk through Charlie’s jubilant optimism, only for the situation to take a sharp, jaw-dropping turn when Heather’s secret is revealed just as Charlie is en route to his grand gesture. The listeners are left in suspense, eagerly awaiting how—or if—the Bert Show manages to avert a public heartbreak.

Don’t miss Part 2 for the fallout!