You know you’re burned out. You know you’re ready for more. But something is keeping you stuck. In this vulnerable and validating episode, I walk you through six real reasons why it feels so hard to leave education—even when you know it’s time.

If you’ve ever felt guilty, afraid, confused, or just overwhelmed at the idea of walking away from the classroom, this episode will help you understand why and empower you to make peace with your decision.

• 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)

Feel like you’re qualified but still getting passed over? You’re not alone. In this eye-opening episode, I break down the four most common reasons educators struggle to sell their skills when transitioning into EdTech Customer Success or Sales and exactly how to flip the script.

If you’ve ever said, “I don’t know how to talk about my experience” or “I don’t know how to prove I’m ready,” this episode will show you where you’re stuck—and what to say instead.

• 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)

In this collaborative podcast episode Jazmyne and LaShaunique (HR Pivot Coach) discuss the journey of pivoting careers, particularly for educators transitioning into HR and EdTech roles. If you are looking for additional courage, confidence, and clarity about what roles you are qualified for outside of k-12 education, you will enjoy this episode!

• 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)

In this episode Jazmyne Dionne shares the biggest reason educators don’t land EdTech jobs — they don’t know how to interview for them.

This isn’t a shame session. It’s a wake-up call and a hands-on lesson. Jazmyne walks you through what the EdTech interview process actually looks like, how to avoid common mistakes, and her exact EXPERT Interview Framework that helps clients land second-round interviews on their first try.

Whether you’re brand new to the EdTech world or stuck in the “apply but never land” loop, this episode will give you the clarity, mindset, and strategy you need to move forward with confidence.

🎯 What You’ll Learn:

• Why your teacher interview skills don’t translate to EdTech
• What to expect in each interview round (recruiter, manager, job task, team, final)
• How to speak the language of business
• Jazmyne’s EXPERT framework to prep like a pro
• The #1 reason educators land interviews but don’t convert them

• 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)

What if the highest-paying, most flexible role for educators isn’t curriculum design or customer success—but sales? In this episode, Dr. Jazmyne Dionne shares how she started in EdTech sales, transitioned to customer success, and ultimately came back to sales for the income, impact, and ease. You’ll learn why this overlooked role could be your best move—and why it’s nothing like the pushy sales stereotypes you’re used to.

• 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)

surprise bonus episode - It's time for a pep talk *kid president voice*

• 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)

In this episode you will learn the 3 things you need to not only land a role an interview or a role in Edtech, but how to confidently succeed and excel in EdTech Customer Success roles or as an Educational Sales Consultant. Learn how to increase your salary to 80-100k this year with your education experience alone!

• 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)

In this episode, Jazmyne Dionne discusses the essential support needed for educators transitioning to new careers, particularly in EdTech. Jazmyne shares her personal journey, the emotional challenges of leaving education, and the importance of mentorship and community support. She encourages educators to embrace their desires and build confidence in their abilities to thrive in new roles without needing additional degrees.

• 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)

In this episode, Jazmyne discusses the critical importance of tailoring resumes for educators transitioning into EdTech roles.The conversation covers mindset shifts necessary for a successful career change, the importance of understanding the desired role, and how to effectively market one's impact.

• 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)

In this episode, Jazmyne discusses the common mistakes educators make when transitioning to the EdTech industry. She emphasizes the importance of understanding the career paths available, healing burnout, and adopting a mindset focused on learning and preparation rather than rushing into job applications. 

• 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)