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.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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!

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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!

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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.

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

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. 

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher

In this episode, Jazmyne discusses the role of Customer Success Management, particularly in the ed tech space. She addresses common misconceptions, outlines the responsibilities of a Customer Success Manager, and emphasizes the importance of skill building for educators looking to transition into this field. Jazmyne shares her personal journey and provides insights on how educators can leverage their existing skills to thrive in customer success roles. 

If you enjoy the podcast, make sure you Join the Pretty Rich Email list for exclusive free trainings (that I do not share anywhere else). Created specifically for high achieving burnt-out women in education.

If you’re a woman in education ready for mentorship to secure a six-figure role and finally have more than enough money, 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 that provides security and honors your teaching experience in less than six months.

Make sure to follow on IG (To see daily stories) + TikTok (I go live weekly on Tuesdays!) + Youtube (video interviews) @prettyrichteacher