
080: Pretty, Paid, and in Tech: Customer Success Panel with Former Educators
From Pretty Rich Teacher by Dr. Jazmyne Dionne
May 8, 2026 · 1h 36m
About this episode
This episode features a candid discussion with former teachers who transitioned into Customer Success roles in EdTech, sharing their experiences and insights.
If you've ever wondered what life actually looks like after the classroom — not the highlight reel, the real version — this episode is it. For the second time ever, you get to witness former teachers who left the classroom for higher paying corporate roles, all in one setting. This time? It's Customer Success. This is a real, unfiltered conversation with women who made the leap into EdTtech Customer Success roles and are now living lives they genuinely didn't think were possible while they were still teaching. You'll hear what a day in Customer Success actually looks like, why teachers are already built for it, and what happens when your nervous system finally gets to rest. When you listen to this episode, you'll walk away with: The realization that Customer Success is not a starting over — it's a transfer of everything you've already mastered A clear picture of what your day-to-day life could look like: no more 6am practices, no more sub plans, no more eating lunch in 12 minutes Permission to protect your peace, your process, and who you tell about your next move The truth that the hardest part of this transition isn't learning the job — it's believing you deserve a life outside…
People in this episode
Host: Dr. Jazmyne Dionne
Topics covered
- Customer Success
- career transition
- former educators
- EdTech
- work-life balance
- self-improvement
Keywords
- Customer Success
- former teachers
- career change
- EdTech
- work-life balance
- self-worth
- burnout
- education
- corporate roles
Mentioned in this episode
Organizations: EdTtech
More episodes of Pretty Rich Teacher
- 085: How to Leave a Career or Relationship That No Longer Serves You · June 12, 2026 · 39 min
- 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
- 081: Three Reasons to DIY your Career Transition vs Paying for Support · May 15, 2026 · 36 min
- 079: Pretty, Paid, and in Tech: From Teaching to Six-Figure EdTech Sales Careers Panel · May 1, 2026 · 1h 26m
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