081: Three Reasons to DIY your Career Transition vs Paying for Support
From Pretty Rich Teacher by Dr. Jazmyne Dionne
May 15, 2026 · 36 min
About this episode
Dr. Jazmyne Dionne discusses the benefits of seeking support during career transitions for teachers.
If you're a teacher who keeps going back and forth between figuring it out alone or getting help with your career transition, this episode is going to give you clarity. In this episode, Jazmyne Dionne breaks down the real reasons why some teachers successfully DIY their transition out of the classroom and why others stay stuck for months or years trying to do everything alone. Jazmyne shares her own transition story, what changed when she finally asked for help, and the mindset shifts teachers need if they want to move into EdTech, sales, customer success, or higher-paying careers outside the classroom. When you listen to this episode, you’ll walk away with: Insight into the difference between getting interviews and actually getting job offers A more honest view of what support, mentorship, and community can accelerate Confidence to stop seeing investing in yourself as something only other people can do A reminder that your teaching skills are valuable outside the classroom Encouragement to make decisions from possibility instead of fear You do not have to stay stuck trying to prove you can do everything alone. Sometimes the fastest way forward is getting in the room with people…
People in this episode
Host: Dr. Jazmyne Dionne
Topics covered
- career transition
- DIY career change
- mentorship
- EdTech
- self-improvement
- teaching skills
Keywords
- career transition
- mentorship
- EdTech
- job offers
- teaching skills
- self-investment
- community support
More episodes of Pretty Rich Teacher
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- 084: Teacher Girlies, it's Time for a Pep Talk · June 5, 2026 · 50 min
- 083: How Cassi Transitioned out of the Classroom and into EdTech Corporate · May 29, 2026 · 41 min
- 082: Why You're Getting Interviews (and NOT Job Offers) Part TWO · May 22, 2026 · 47 min
- 080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators · May 8, 2026 · 1h 36m
- 079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel · May 1, 2026 · 1h 26m
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