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Tampa Bay’s Morning Krewe On Demand

Second Date Update With Financial Baggage

☕ PART 1: The Setup

Host Summary:

  • Introduce Kyle, the original dater.
  • Recap Kyle’s version of the date:
  • Coffee date.
  • Casual, fun, extended beyond expected time.
  • Kyle paid, thought it went really well.
  • Tried following up for a second, more formal date — no response from Haley.

Transition Line:

  • “So we gave Haley a call to find out what’s really going on.”

📞 PART 2: The Call with Haley

Live Call/Recap:

  • Haley answers, agrees to talk.
  • Hosts gently introduce Kyle’s name and ask for her side.

Haley’s Reveal:

  • She thought Kyle was nice but felt they weren’t aligned.
  • The red flag: Kyle opened up about:
  • Two failed businesses.
  • Declaring bankruptcy.
  • She felt his financial instability doesn’t align with her values or what she wants in a partner.

Quote Highlight:

  • “At some point you have to adult.”

📱 PART 3: Kyle Joins the Call

Live Reveal:

  • Hosts inform Haley that Kyle is on the line.
  • Kyle responds, feeling blindsided and misjudged.

Key Exchange:

  • Kyle explains:
  • He confided in her honestly.
  • Entrepreneurship is a risk, but not a failure.
  • He’s currently working on a new business in solar energy.

Tension Peak:

  • Haley pushes back:
  • She’s not interested in being part of a “rebuild.”
  • Feels Kyle isn’t “grown up.”
  • Doesn’t want to “bail someone out.”

Kyle’s Defense:

  • “Just because it hasn’t happened yet doesn’t mean women should count me out.”
  • Stresses that he never asked Haley for money.

Final Words:

  • Haley confirms she’s not interested in a second date.
  • Kyle leaves with dignity — and a solar energy plug.

🎙️ WRAP-UP & HOST COMMENTARY

Host Reactions:

  • Discuss the realism of financial baggage in dating.
  • Acknowledge Haley’s right to want stability.
  • Empathize with Kyle’s position as an entrepreneur.
  • Reflect on how many successful people faced failure before success.

Key Takeaway:

“You can meet someone who’s still building their life — and that might be the best investment you ever make. Or… it might not be your journey. And that’s okay.”

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