EPISODE · Sep 16, 2025 · 29 MIN
041: How to Heal Timeline Heartbreak
from Pretty Rich Teacher · host Dr. Jazmyne Dionne
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.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 ready 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)
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041: How to Heal Timeline Heartbreak
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