049: Why I Hired a Career Coach (Even After DIY’ing My Transition)
Pretty Rich Teacher · Jazmyne Dionne
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Show Notes
In this episode of the Pretty Rich Teacher podcast, I’m getting real about something I don’t think enough educators talk about — the moment I realized I couldn’t DIY my career transition anymore.
If you’ve been grinding on applications, rewriting your resume 15 times, or feeling like “maybe it’s just not my time yet,” this one’s for you. I’m pulling back the curtain on why I decided to hire a career coach even after I thought I could do it all myself — and how that single decision changed everything about how I show up, sell my skills, and get paid what I’m worth.
You’ll learn how to:
- Recognize when doing it alone is keeping you stuck in circles
- Shift from “I can figure it out” to “I deserve expert support”
- Understand what career coaches actually do — and how to spot the real ones from the scams
- Market your transferable skills like a pro, even if you’ve never worked outside of education
- Reframe investing in a coach as the smartest (and fastest) way to make more money
This episode is for the high achiever who’s tired of playing small, overthinking every move, and wondering why “hard work” still isn’t translating into job offers. Sometimes, the smartest move isn’t working harder — it’s hiring help.
Are you a burnt out women in education looking to leave the classroom but don't know where to start? Register for my Free Training: How to Leave the Classroom by August and Land a Six Figure EdTech Job in 90 Days - May 7th at 6:15PM EST
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