Episode
091: How Caylin DIY-ed Her Teacher Exit Into EdTech in Less Than 4 Months as a Single Mom
- Podcast
- Pretty Rich Teacher
- Published
- Jul 24, 2026
- Duration seconds
- 2907
- Processing state
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Summary
If you're a teacher who feels like you're missing the moments that matter most because your career is taking everything you've got, this episode is for you. This week, I'm joined by Caylin, a former middle school science teacher and single mom who transitioned into EdTech in less than four months using the DIY Exit Plan. Caylin shares the mindset shifts that changed everything, how she navigated burnout, why she chose Customer Success, and what it looked like to confidently interview her way into an EdTech role while still finishing the school year strong. When you listen to this episode, you'll walk away with: Clarity on what the teacher to corporate transition can actually look like. A new perspective on investing in your own future. Clarity on what the teacher to corporate transition can actually look like. A reminder that the biggest obstacle to your next chapter may simply be believing you're capable of it. Your exit doesn't start with the perfect resume. It starts with believing your life can look different. Tune in and let Caylin's story remind you what's possible. 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)