The Bert Show: Vault – Charlie & Heather (Pt 2)

Date: November 6, 2025
Podcast: The Bert Show
Host: Pionaire Podcasting

Overview

This episode continues the dramatic saga of Charlie and Heather, picking up after the cliffhanger of Part 1. The main focus centers on Charlie’s planned proposal to Heather during a family gathering in St. Louis – a plan complicated by rumors that Heather may be rekindling with her ex. The cast tries to unravel what happened at the party, but Charlie, following some behind-the-scenes advice, withholds the big reveal for a later episode. The tone is lively, teasing, and full of banter as the cast builds up suspense and engages Charlie about his ordeal.

Key Discussion Points & Insights

Recap & Situation Setup

• [01:02] – [01:58]
  • Host Charlie recaps the situation for listeners: Charlie (the guest) is planning to propose to Heather at her family’s party in St. Louis, but rumors surface about Heather seeing another man—the ex-fiancé.
  • The Bert Show team scrambles to contact Charlie to warn him before he walks into what they call a “hornet’s nest.”
  • “We’re leaving messages for him all over the place. Can’t get in touch with him.” – Charlie (Host) [01:31]

Charlie’s Arrival in St. Louis

• [01:59] – [03:44]
  • Charlie (guest) arrives in St. Louis to 14 voicemails—most about the situation.
  • He hears from Heather, her sister Leah, and numerous friends warning him.
  • Despite knowing Heather’s ex will be at the party, Charlie decides to go through with his plan, emphasizing, “I still decided that I would go to the party.” – Charlie (Guest) [03:42]

Doubt and Determination

• [03:44] – [05:25]
  • The hosts push Charlie on whether he’ll still propose knowing the ex will be present.
  • Charlie stands by his plan, saying, “That was my whole plan to go there.” – Charlie (Guest) [03:58]
  • The Bert Show team expresses disbelief that Charlie is still moving forward.
  • The conversation clarifies Charlie wasn’t assuming the worst but wanted to see for himself what was going on.
  • “I just felt like I had to go there and find out for myself what was going to happen.” – Charlie (Guest) [05:00]

Speculation from the Cast

• [05:25] – [05:54]
  • Co-hosts alternate between goading and empathizing with Charlie, jokingly calling him a “glutton for punishment” and questioning if he’s ignoring obvious signs.

Deferring the Reveal

• [05:54] – [08:29]
  • The hosts demand to know what happened at the party. Charlie says he wants Heather and her sister Leah to join for the reveal.
  • The cast expresses mock outrage and playful frustration at having to wait another day for the story’s resolution:
    • “We’ve been waiting all week.” – Co-host 1 [06:20]
    • “There’s no reason to keep this thing going.” – Charlie (Host) [06:22]
  • Jeff (a producer or off-mic host) is revealed as the mastermind behind stretching the story for ratings.
  • Charlie confirms he attended the party but refuses to reveal more details (including whether he had the ring).
  • The chemistry and ribbing escalate, with co-hosts teasing Jeff for the suspense:
    • “People are gonna be so mad at you.” – Charlie (Host) [08:03]
    • “You really have absolutely no caring at all about the…I mean what people think. ‘Cause people hate you right now.” – Charlie (Host) [08:06]
    • “It really better be good. There had better been bloodshed.” – Charlie (Host) [08:17]

Notable Quotes & Memorable Moments

• Charlie (Host): “We’re leaving messages for him all over the place. Can’t get in touch with him.” ([01:31])
• Charlie (Guest): “I pretty much knew what was going on… I still decided that I would go with the plan.” ([02:42])
• Co-host 2: “You’re a glutton for punishment.” ([05:25])
• Charlie (Host): “At this point, I wouldn’t be assuming… I’ve got some concrete evidence here.” ([05:26])
• Charlie (Guest): “I just felt like I had to go there and find out for myself what was going to happen.” ([05:00])
• Charlie (Host): “Why do you take such pleasure in making life so hard for everybody?” ([06:35])
• Co-hosts (variously): “There’s no reason to keep this thing going.” ([06:22]), “Was there a fight at the end? Did it end in a fight?” ([07:37])
• Charlie (Host): “It really better be good. There had better been bloodshed. There have been gun.” ([08:17])

Important Segment Timestamps

• [01:02] – Recap of the story and stakes set
• [01:59] – Charlie describes arriving in St. Louis, the flood of messages, and friends’ warnings
• [03:42] – Confirms he decided to go to the party after all
• [03:58] – Asserts intention to propose despite everything
• [05:00] – Charlie discusses his thought process: wanted to see for himself, not just listen to rumors
• [05:25] – Cast teases Charlie for his persistence
• [06:14] – Charlie refuses to spill the outcome, advocating for Heather or Leah to join for the full reveal
• [08:03] – Cast vents (playfully) about the manufactured cliffhanger and Jeff’s role in it

Tone & Style

The banter is playful, exasperated, and suspenseful, with hosts and co-hosts both empathizing with and playfully roasting Charlie. There’s a clear focus on keeping listeners engaged and eagerly anticipating the conclusion of the saga, all while poking fun at each other and the situation.

Summary

In this installment, the drama escalates but is left unresolved. Charlie’s predicament—caught between suspicion and hope—leaves listeners wanting the next chapter, and the hosts maximize the cliffhanger effect. The show’s authenticity and humor shine through as they both support and tease their guest, maintaining a real-morning-radio feel that invites the audience into the drama as it unfolds.

Check back for the next episode, when Heather and/or her sister Leah are expected to join to finally reveal what happened at the infamous party.