Pretty Rich Teacher

055: Rejection Sensitivity: What It Really Means for High-Achieving Teachers in Transition


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In this episode, Jazmyne gets real about rejection sensitivity especially for high-achieving women navigating their career transition. If you’ve ever felt that familiar gut punch after a “thank-you-for-applying” email, this one’s for you. Jazmyne unpacks why rejection hits harder for those used to excelling, and how to turn those moments into data, direction, and deeper belief.


What You’ll Learn when you listen:

  • Why rejection sensitivity shows up more for high-achievers
  • How to view redirection emails as part of your success data
  • The role of belief and emotional regulation in your job search
  • How tracking applications turns emotion into evidence
  • The mindset shift to stop fearing “no” and start expecting “next”


Whether you’re applying for EdTech, corporate learning, or customer success roles, this episode will help you regulate your emotions, track your progress with confidence, and reframe every rejection as proof that you’re still in the game.

  • Want free weekly exclusive free tips + trainings ? (that I do not share anywhere else) ➡️ Join the Pretty Rich Weekly Email list!
  • Ready to create your exit plan into corporate in less than 30 days? ➡️ Enroll in the Exit Plan Course for Transitioning Teachers for 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)

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Pretty Rich TeacherBy Dr. Jazmyne Dionne

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