Pretty Rich Teacher – Details, episodes & analysis

In this episode, Jazmyne speaks directly to veteran teachers who feel torn between loyalty and liberation. She opens up about her own journey, the burnout cycle that keeps seasoned educators stuck, and what it really means to choose freedom over fear. You’ll also learn her powerful H.E.A.L. framework to help you release guilt, rebuild identity, and rediscover who you are beyond the classroom.

✨ You’ll learn:

• Why veteran teachers often feel trapped by a system that no longer serves them
• How burnout can quietly become a lifestyle — and how to break the cycle
• What it means to honor your teaching experience without clinging to it
• The four steps of the HEAL framework for moving forward with peace
• How to rebuild confidence and trust yourself again
• Why choosing freedom doesn’t mean abandoning your calling

After listening to this episode you will also walk away knowing that freedom isn’t selfish. It’s the most powerful act of self-trust you can make!

• 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? ➡️ 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)

In this episode of the Pretty Rich Teacher podcast, I’m revealing the five core skills that helped me — and my clients — land interviews and offers fast.

If you’ve been stuck waiting for your “big break,” this is your wake-up call. Career transitions aren’t about luck — they’re about skills. And when you master these five, you’ll stand out instantly in the same job market that people claim to be "impossible to land a job in".

You’ll learn how to:

• Develop career skills that make you an obvious hire — even without prior corporate experience
• Market yourself like a pro so your resume and LinkedIn actually get noticed
• Sell your skills with confidence in interviews (no more underselling your experience)
• Network the right way — with genuine connections, not copy-paste DMs
• Build the discipline and consistency that separate dreamers from doers

I also walk you through how the Six-Figure Educator Certification + Mentorship gives you the roadmap to put these skills into action, so you can land your dream EdTech Customer Success, or Sales role without guessing what to do next.

• 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? ➡️ 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)

If you’ve ever walked into an EdTech interview thinking your teaching experience alone would carry you—this episode is your wake-up call. Educators often show up to corporate interviews underprepared, over-rehearsed, and unaware of what hiring managers actually want. In this episode, I’m breaking down the top mistakes I see educators make in EdTech interviews—and exactly how to fix them.

Whether you're still waiting for interviews or you've already landed one and feel anxious, this episode will give you the mindset shifts, prep strategies, and practical tools you need to stop guessing and start landing offers.

TAKEAWAYS:

• Why teacher interviews and corporate interviews are nothing alike
• What makes a successful interview in EdTech (hint: it's not classroom management)
• The 3 biggest preparation mistakes educators make—and how to avoid them
• Why “winging it” or over-rehearsing can both cost you the job
• How to start preparing like a six-figure educator with confidence
• The single shift that separates those who hope to get hired from those who do

• 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? ➡️ 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)

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? ➡️ 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)

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? ➡️ 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)

Jazmyne Dionne discusses the essential elements of transforming a resume to attract interview requests. She emphasizes the importance of identifying a career path before crafting a resume and introduces the TEACH framework.

• 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? ➡️ 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)

In this week’s episode Funké shares how resilience, mentorship, and self-belief helped her navigate the messy middle of her career transition and step into a whole new chapter of life.

As a veteran teacher, she could have told herself it was too late. She could have let interview fears and self-doubt keep her stuck. But instead, she chose to stay open—open to therapy, open to mentorship, and open to believing she was stronger than her fears.

✨ Here’s what you’ll walk away with when you listen:

• Why showing up for yourself matters more than being “perfect”
• How resilience and therapy can move you through seasons of doubt
• Why mentorship is a shortcut to confidence and clarity
• How self-worth shifts everything about the way you interview and apply
• Proof that it’s never too late to rewrite your story

Funké’s journey is more than a career change, it’s a reminder that your strength grows every time you choose to show up, even when it’s uncomfortable.

• 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? ➡️ 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)

In this episode, Dr. Jazmyne sits down with Jasmine, a young teacher who chose to pivot after just two years in the classroom. Together, they explore what it means to walk away from teaching early in your career, how to navigate the fear of the unknown, and why mindset is the foundation for any big life change.

Jasmine shares her journey of embracing discomfort, reframing negative thoughts through thought scripts, and learning to see feedback as a gift instead of criticism. She opens up about the duality of independence — how you can be strong and self-sufficient while also receiving help — and why gratitude has been key in softening the pressures of building a new career.

By the end of this conversation, you’ll walk away with:

• A new perspective on fear and how to use it as fuel for growth
• Thought scripts to reframe negative beliefs and boost confidence
• A mindset shift that positions sales as an extension of teaching and connection
• A reminder that asking for help is strength, not weakness
• A practical way to use feedback and gratitude to accelerate personal growth

This episode is a must-listen for any teacher — whether you’re two years in or twenty — who’s ready to explore what’s possible beyond the classroom!

• 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? ➡️ 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)

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? ➡️ 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)

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. 

• 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? ➡️ 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)