Episode
083: How Cassi Transitioned out of the Classroom and into EdTech Corporate
- Podcast
- Pretty Rich Teacher
- Published
- May 29, 2026
- Duration seconds
- 2455
- Processing state
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Summary
Fifteen years in the classroom. And one day, it just wasn't enough anymore. In Episode 83, Jazmyne sits down with Cassi, a former elementary educator who walked away from a 15-year teaching career and landed an EdTech corporate role. Not because it was easy. Because she stopped waiting for permission to want more. This isn't a feel-good story about following your passion. It's a real conversation about the fears that keep teachers stuck — retirement, benefits, identity, feeling "not qualified enough" — and what it actually takes to move through them. Jazmyne and Cassi breaks down: Why teachers struggle in corporate interviews (and how she fixed it) How she stopped selling herself as a teacher and started positioning as a professional What life actually looks like without the Sunday scaries, the late-night lesson plans, and the emotional weight she didn't realize she was carrying If you've been quietly thinking "I can't do this forever", then this episode is your answer. Are you a burnt out educator looking to leave the classroom but don't know where to start? Click here to enroll in my DIY Exit Plan Course. Are you a burnt out women in education r eady for 1:1 mentorship, a custom 100K Career Plan + an additional stream of income? click here book a free 1:1 sales call to learn how to use your teaching experience to make 100k and beyond! On our call will personally map out how to make your 6K back in less than six months! Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)