041: How to Heal Timeline Heartbreak

16/09/2025 29 min
041: How to Heal Timeline Heartbreak

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Episode Synopsis

In this episode of the Pretty Rich Teacher podcast, Dr. Jazmyne Dionne opens up about something so many high-achieving women feel but rarely say out loud: timeline heartbreak.If you’ve ever whispered to yourself, “I should be further along by now,” this episode is for you. If you’ve circled birthdays, school years, or New Year’s deadlines on your calendar and felt crushed when life didn’t match the plan — this episode is for you. If you’ve ever scrolled past someone else’s success and thought, “Why not me, yet?” this episode is for you.Jazmyne shares her own stories of chasing deadlines that didn’t pan out and the heartbreak that comes with it. But she also gives you the reframes you need:Why missing your “timeline” isn’t failure — it’s redirection.How to focus on building skills, not just chasing dates.Simple mindset shifts that will help you breathe easier when the clock doesn’t match your calling.Permission to stop hustling for someone else’s version of “on time” and start owning your own pace.Press play and let this conversation remind you: you are not behind. You’re right on time.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)

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