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.

• Want a free resources to help you learn about your options outside the classroom? make sure you Join the Pretty Rich Weekly Email list to gain access + weekly exclusive free tips + trainings (that I do not share anywhere else)

• Ready to create your exit plan into corporate? Join the Course Waitlist for early access + exclusive bonuses including a free resume review!

• Are you a woman in education ready for mentorship into a six-figure EdTech career in less than 6 months? book your free 1:1 mentorship sales call. Together, we’ll create a plan to help you make an extra $10K–$40K every year in a new career and learn the skills required to become classroom optional for good!

Make sure to follow @prettyrichteacher on IG +TikTok and Linkedin (I go live weekly on Tuesdays!) + Youtube (Weekly Video Podcasts + Transitioned Teacher Vlogs)