#101: The Messy Middle: How Scott is Building His Exit Strategy Years in Advance cover art

#101: The Messy Middle: How Scott is Building His Exit Strategy Years in Advance

#101: The Messy Middle: How Scott is Building His Exit Strategy Years in Advance

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In this first episode of the Messy Middle series, I’m joined by Academy member Scott King—a high school band director who’s taken different approach to his career transition than many of our members.

Instead of rushing to leave the classroom, Scott started planning his next chapter years in advance.

And what makes his story so powerful is how he’s using that time intentionally—building skills, exploring career paths, and even applying concepts like project management and scrum inside his current role.


In this conversation, we talk about:

✨ What it looks like to start your transition early

✨ How Scott is building momentum while still teaching full-time

✨ The power of LinkedIn, networking, and “coffee chats”

✨ How he’s translating his teaching experience into corporate language

✨ And why you don’t have to wait until you’re burnt out to begin


If you’ve ever thought, “I know I want something different… but I don’t have to rush,” this episode will show you what’s possible when you take a strategic, steady approach.


Links from Episode:
» Connect with Scott: https://www.linkedin.com/in/sdking02/


» Join my Free Masterclass: Click here to jumpstart your career transition journey.


» Keep Learning With Me: Discover the Teacher Career Transition Academy
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