Your New
Career Awaits!
a comprehensive, step-by-step guide to successfully changing careers.

Teacher Career Transition Academy is for teachers like you. You’re feeling burnt out. Under appreciated. Maybe your mental or physical health is suffering… and all because of a job. A job you feel let you down. You’re ready to commit to a happier, healthier you… and you know that means finding a new career that will give you the flexibility, motivation, and environment to live your best life.
Whether you're...
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A long-term classroom teacher who has realized for awhile you’ve been feeling unfulfilled, and are finally ready to put yourself first no matter what stage you are at in your career
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Midway through your career and are overwhelmed with guilt at just the thought of leaving a profession you once loved, but also knowing you deserve to be happy
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Just getting started in your classroom career but have quickly realized this isn’t the path you thought it would be, and you’re wanting to make a change now before you’re in too deep.
You’re in the right place!
Teacher Career Transition Academy will give you the tools, inspiration, and unparalleled expert guidance on your journey to creating a life you deserve from a career where you’re appreciated, valued, and motivated.
By the end of this program you will have…
01.
Overcome the mental roadblocks holding you back
02.
Discovered a variety of career paths and narrowed your search
03.
Crafted a winning resume, cover letter, and LinkedIn profile
04.
Learned networking and online application strategies to land interviews
05.
Navigated the corporate interview process and learned how to nail it
06.
Developed an expert negotiation strategy for when you get an offer
You’ll do all of this, learning from our expertly curated team of certified coaches and industry experts...
Meet our curated team of industry experts

Deiera Bennett
LinkedIn Strategist
Charissa Stowers
Corporate Learning & Development Executive

Kate Hutson
Life & Career Coach

Rachel Serwetz
Career Exploration Coach &
CEO @WOKEN

Alyson Garrido
Career Coach

Annie Dean
Customer Success Executive/CEO

Holly Owens
Instructional Designer

Shannon Schwaebler
GCDF, CPRW

Reba Gordon Matthews
Educational Consultant, speaker

Marcia Wall
Global Career Development Facilitator
Certified Career Services Provider

Lisa Harding
Certified Career Coach Teacher Career Transition Academy CEO
These experts guide you through four learning modules aligned to the 4 stages of a career transition
Shift Your Mindset
Identify A New Career
Create Your Marketing Materials
Ace the Interview and Negotiation
Explore what you’ll learn in each module!
Shift Your Mindset
Identify a New Career
Create Your
Marketing Materials
Ace the Interview
and Negotiation
Module 1: Shift Your Mindset
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Unlock the Power of Mindset: Discover how and why mindset plays a pivotal role in a successful career transition.
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Conquer Fears and Doubts: Learn the secrets to overcoming fears and doubts that may hold you back in your transition journey.
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Defeat Imposter Syndrome: Recognize and conquer Imposter Syndrome, unleashing your full potential with confidence.
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Transform Your Mindset with a Proven Playbook: Gain access to a transformative playbook that empowers you to shift your mindset for success.
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Set Strategic Career Goals: Harness the art of goal setting to optimize your results, creating a roadmap to your dream career.
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Network with Confidence: Develop the skills to network like a pro, forging valuable connections that open doors to new career opportunities.
Module 2: Identify a New Career
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Unlock the Career Exploration Process: Discover a proven step-by-step process for successful career exploration, ensuring you follow a path that leads to your ideal career.
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Conquer Fears and Doubts: Learn the secrets to overcoming fears and doubts that may hold you back in your transition journey.
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Master Practical Transition Aspects: Understand the practical facets of a career transition, ensuring a seamless journey towards your next career.
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Access the Career Exploration Video Library: Dive into an extensive video library featuring insights from professionals in various careers.
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Research and Informed Decision-Making: Learn effective career research techniques, equipping you with the knowledge to make informed career decisions.
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Navigate Salary Ranges and Occupational Outlooks: Explore salary ranges and occupational outlooks for a diverse range of careers.
Module 3: Create Your Marketing Materials
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Create an Irresistible LinkedIn Profile: Develop a captivating LinkedIn profile that enhances your attractiveness to potential employers and bolsters your job search efforts.
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Craft a Dynamic Resume: Master the art of crafting a resume that not only showcases your transferable skills but also aligns perfectly with your desired job, making you stand out in the crowd.
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Compose a Winning Cover Letter: Craft a professional cover letter using advanced copywriting techniques that grab the reader's attention, making you a standout candidate.
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Efficient Job Board Navigation: Learn how to effectively navigate job boards and efficiently apply to job postings, optimizing your job search strategy.
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Application Tracking Mastery: Utilize a professional job application tracker to stay organized and gain a competitive edge by staying on top of your application process.
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Streamlined Templates: Benefit from plug-and-play templates that simplify the entire process, making each step of your job search a breeze.
Module 4: Ace the Interview & Salary Negotiations
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Create an Irresistible LinkedIn Profile: Develop a captivating LinkedIn profile that enhances your attractiveness to potential employers and bolsters your job search efforts.
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Interview Variety and Mastery: Learn about the diverse landscape of interviews, from styles to the types of people you'll encounter, and gain mastery in acing each one.
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Comprehensive Interview Preparation: Delve into comprehensive interview preparation techniques, ensuring you're well-equipped for every round and style of interview.
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Market Value Awareness: Learn how to determine your market value and confidently negotiate for what you deserve, maximizing your earnings.
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Unlock Compensation Package Secrets: Gain insights into the components of a compensation package and discover how to maximize your total earnings effectively.
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Advanced Negotiation Skills: Participate in an intensive negotiation workshop, equipping you to negotiate like a pro and ensuring you don't leave money on the table.
Our carefully crafted expert resources
make sure nothing is left out
Coaching Videos
Career Exploration Video Library
Coaching Exercises
Turnkey Templates
Resource Guides
When you enroll in the Academy
you get access to…
As an Academy member you’ll also get…
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Experience LIVE monthly group coaching calls to get a direct line to expert guidance where you can ask questions and receive real-time feedback and solutions.
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Access to our exclusive Members-Only Community where you'll find unwavering support, motivation, and a wealth of knowledge from your peers, making your journey towards success even more collaborative and rewarding.
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Secure Priority Access to all upcoming LIVE webinars, ensuring you're continuously motivated and never miss out on valuable insights and strategies to fuel your journey.
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Enjoy the ultimate convenience to exclusive On-Demand access to all of our webinars so you never have to worry about missing out.
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Ensure you’re always equipped with the latest knowledge and strategies – all content updates are included.
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Unlock exclusive special events, discounts, and opportunities tailored just for members - a testament to our commitment to continuously provide exceptional value and unique perks to support your journey.
Plus you'll be backed by a 14-day "take it, try it, apply it" money back guarantee
If you take the training, try the activities, and apply what you learned into your career transition and don't think the Academy helped you on your journey - let us know in 14 days. You have nothing to lose and a lifetime of happiness to gain.

When you enroll, you get access to
these great Bonuses
Teacher Career Directory: A comprehensive guide to alternative careers
Value $47
Overcoming Fears and Doubts During Your Career Transition Meditation - VIDEO
Value $27
Power of Positive Thinking: A Career Changer's Guide to Staying Motivated
Value $27
Don't re-invent the wheel! Grab these professionally crafted, done-for-you resume bullet points. Carefully curated, these bullet points highlight transferable skills and accomplishments most educators may have that are most relevant to employers outside of the education industry.
Printable Affirmation Cards for Career Transitioning Teachers
Value $27
Pay In Full Extra Bonus: Mastering Your New Career: 5 Secrets to Success in the Corporate World - VIDEO
Value $27
Don't re-invent the wheel! Grab these professionally crafted, done-for-you resume bullet points. Carefully curated, these bullet points highlight transferable skills and accomplishments most educators may have that are most relevant to employers outside of the education industry.

If you’re ready to find a fulfilling new career without reinventing the wheel – let’s get started today!
If you hired your own experts...
Professional Resume Revamp: $300
Cover Letter Copywriting: $250
LinkedIn Review: $150
Interview Prep: $800
Negotiation Workshop: $350
Networking Skill Development: $100
Career Coaching: $1,800
(12+ hours in course $150/hour minimum)

When you add it all up, that's a total
real-world value of $3,750
The Academy is for you IF you...
Are uncertain where to begin
Is the wealth of information for transitioning teachers causing information overload? Perhaps you know you want a change, but don’t even know what careers are possible after the classroom. We’ll walk you through it all step-by-step.
Don’t have enough time
in the day
Suffer from self-doubt and imposter syndrome
Are struggling with your marketing materials
Have Interview Anxiety
It’s tough to get an interview – so nailing it is critical. We’ll help you build your confidence and prepare you for some of the most common and challenging interview questions.
Want to maximize
your earnings

If the answer is a solid 'let's do this,' get yourself into the
Teacher Career Transition Academy and let's get started!
A Note from Lisa...

With over 14 years of experience in EdTech executive roles, I've mentored numerous transitioning teachers. After my own career transition, I recognized the need for reliable support in helping teachers transition careers. That’s why I founded the Teacher Career Transition Academy, a collaborative effort involving certified career coaches, resume professionals, industry leading executives, and life coaches. I invite you to enroll in The Academy, where you’ll join other educators, just like you, transforming their career dreams into reality.


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Policy Pages
LinkedIn Strategist
Deiera Bennett is the owner of Career Confidence by Dee. She uses her 6+ years of marketing, writing, and education experience to teach jobseekers how to market themselves for new careers. Deiera currently works for a branding agency as a LinkedIn Strategist & Ghostwriter for CEOs. Whether you’re a teacher or a CEO, her goal is to help you confidently communicate your value to your audience.
Corporate Learning & Development Executive
Charissa Stowers is an experienced senior level Learning and Development Director. Charissa has a proven track record of development and launch of innovative, industry leading programs that help people ENJOY learning. She has experience hiring and managing teams within the L&D space. With over 15 years of career experience in the technology field, she has had many roles at various companies. She’s worked at small tech startups, and at large international companies such as Apple and Pandora/Sirius XM.
Life & Career Coach
Kate Hutson is a Life & Career Coach providing trusted coaching for professional women to show up with confidence and take control of their careers. After a decade of passionate work as a business leader, teacher, and coach, Kate turned her passion for mentoring others into practical knowledge for the real world– skills that women can use in their everyday lives to achieve their long-term career goals and live with more joy, energy, and fulfillment.
Career Coach
Alyson Garrido is passionate about supporting professionals to advance their careers and find jobs they will enjoy. As a career coach, she partners with her clients to identify their strengths and create a path toward a more fulfilling career. Alyson provides support around interview preparation, performance reviews and salary negotiations, ensuring that her clients present themselves in the best possible light. Learn more or book a session with Alyson by visiting www.alysongarrid.com.
Customer Success Executive/CEO
Annie Dean (she/her) is CEO and Cofounder of RecastSucces; working to diversify the tech industry by helping career transitioners, supporting mentorship, and Fractional Head of Success leadership for SaaS startups. She is also a Udemy for Business and Maven instructor. Previously she was a career transitioner herself. She went on to Customer Success leadership and executive roles at LinkedIn, Coursera, and several startups. She is a wife and mom living in a rural community near Yosemite.
EdTech Executive | CEO of LearnWorld
Lisa Harding is a former EdTech Executive with over 15 years of experience driving growth and innovation in the EdTech market. Most recently, Lisa served as President of SimpleK12, an online professional development company for K-12 educators. Prior to serving as the company President, Lisa held roles in product/content marketing and development, eCommerce, and sales. Lisa has dedicated her career to providing award-winning training and development to classroom teachers. She has also interviewed and hired many career changers – specifically teachers! Throughout her career in the EdTech industry, Lisa has demonstrated strong leadership, a passion for educators, and a deep commitment to providing best-in-class online courseware. Lisa now serves as Co-Founder and CEO of LearnWorld.
GCDF, CPRW
Shannon Schwaebler has over eight years of experience in career development and higher education. She has dedicated her career to supporting individuals in navigating their career paths, providing them with the necessary tools and skillset to confidently navigate their career development process. Shannon understands that career paths are not always straightforward and linear. Instead, she believes that success comes from being prepared for the unpredictable and having the ability to adapt to new situations. Her approach to career development is centered around empowering individuals with the skills and knowledge to succeed in their chosen field. Shannon holds a Bachelor’s degree in Chemistry, a Master’s degree in Higher Education, and multiple certifications, including Global Career Development Facilitator, Certified Professional Resume Writer, Certified Program Planner, and AAUW Salary Negotiation trainer.
Director of Growth Marketing
Yellowdig
Former Educator
Holly Owens is a former educator turned edtech and instructional design leader, with over 18 years of experience at the intersection of education, technology, and marketing. As Director of Growth Marketing at Yellowdig, she helps organizations create meaningful, people-first learning experiences.
She also serves as an Adjunct Professor at Touro University, preparing future instructional designers to thrive in today’s digital learning landscape. Holly hosts the EdUp L&D podcast, where she spotlights the voices and innovations shaping the future of learning—with a strong focus on accessibility, inclusion, and impact.
Educational Consultant, Speaker
Former Educator
Reba Gordon Matthews is an Educational Consultant with Houghton-Mifflin-Harcourt and a a Freelance Coach and Instructional Designer creating eLearning and learner experience courses. She has over 20 years of elementary teaching experience and has served as an adjunct instructor for Early Childhood Education courses. She holds a Masters in Educational Technology and a Masters in Instructional Design.
As a way of “Paying It Forward,” Reba is also the co-founder and Executive Director of The Jamal Gordon-Hill Foundation. This small family organization supports at-risk young people with academic tutoring, technology training, and college scholarships.
Global Career Development Facilitator
Marcia coaches individuals to live their best professional lives. Her expertise lies in the areas of career services, coaching, workshop facilitation, and writing. Her coaching style is both holistic and strategic. It is also rooted in DEI principles and practices. She is a Global Career Development Facilitator and a Certified Career Services Provider through the National Career Development Association. She is also certified through Recovery Innovations International to support people with a recovery mindset. Additionally, she holds a Master of Arts degree in Rhetoric and the Teaching of Writing and is a former English instructor and K-12 teacher.
Career Exploration Coach & CEO @WOKEN
Rachel Serwetz’ early professional experience was at Goldman Sachs in Operations and at Bridgewater Associates in HR. From there, she was trained as a coach at NYU and became a certified coach through the International Coach Federation. After this, she worked in HR Research at Aon Hewitt and attained her Technology MBA at NYU Stern. Throughout her career, she has helped hundreds of professionals with career exploration and for the past 4.5 years she has been building her company, WOKEN, which is an online career exploration platform to coach professionals through the process of clarifying their ideal job and career path. She is also an Adjunct Professor of Entrepreneurship at Binghamton University and has served as a Career Coach through the Flatiron School/WeWork, Columbia University, and Project Activate. Learn more about WOKEN here: iamwoken.com.
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Curriculum Designer

Amy Donato is a former middle school science teacher turned instructional coach and professional learning facilitator, passionate about helping educators thrive. After years in the brick-and-mortar classroom, she now supports teachers through practical coaching and engaging PD that builds confidence in teachers and improves instruction for students.
Edu. Content manager at Book Creator
Former Educator
Katie Fielding is an educational consultant with 20 years of public school experience. She champions digital accessibility, creativity, and Universal Design for Learning (UDL) in classrooms. Specializing in technology and STEM integration, Katie creates interdisciplinary instructional experiences and shares her expertise through presentations and workshops. Recognized as VSTE Coach of the Year in 2018 and a featured voice at ISTELive 2024, she holds multiple certifications, including UDL Credential 2, ISTE Certification, Google Innovator, and Microsoft Innovative Educator Expert. She is a trainer for the ISTE Certified Educator program, and works for Book Creator as their Educational Content Manager.
Director of Solutions Engineering
Steven W. Anderson is a former educator and nationally recognized voice in educational technology, now serving as Director of Solutions Engineering at PowerSchool. With over a decade of leadership experience supporting schools and districts, Steven helps design strategic solutions that elevate teaching, learning, and digital integration across K–12 systems. At the summit, he’ll share his perspective as former teacher turned hiring manager.
Nicholas Provenzano is a former classroom educator who now leads community and content strategy at SchoolAI, where he trains teachers and develops tools to enhance student learning through AI-powered solutions. With over 20 years of experience as a teacher, consultant, and professional development facilitator, Nicholas is passionate about empowering educators to integrate technology and maker-centered learning in meaningful ways. At the summit, he’ll share his perspective as former teacher making the transition and advice from the “other side” of the hiring table.
Director of Global L&D Krispy Kreme
Timothy Gwynn is a former teacher turned corporate learning strategist, currently serving as the Director of Global Learning & Development at Krispy Kreme. With a background that spans education, instructional design, and enterprise training, he now leads global professional development initiatives that prioritize learner engagement and align closely with business goals.
NOW AVAILABLE!
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Limited time Introductory Offer + Member Discount!
Limited spots available -
book before pricing goes up!

NOW AVAILABLE!

You Asked.
We Listened.
Limited time Introductory Offer + Member Discount!
Limited spots available -
book before pricing goes up!
Former Educator
Chelsea Maude Avirett, a former educator, created Skip's Job Board in 2021 when she realized how much time it took to search for jobs looking for her experience. Since then, she has curated over 20,000 education-adjacent jobs, connecting job seekers with positions at major companies and small non-profits. She has nearly a decade of experience interviewing candidates for roles ranging from entry-level to executive and speaks regularly about trends in edtech and L&D on podcasts and to professional groups.
Former Educator
Nate Ditterline is a former Training Instructor and now serves as a new Supervisor for Expanse Trainers, supporting technical training for a new software update and helping teams prepare for successful adoption. With nearly a year of focused training experience and more than 15 years of instructional experience, Nate has supported professional development, curriculum implementation, onboarding, and leadership training across a variety of settings. He has trained over 400 leaders, co-built and facilitated leadership development sessions, led customer-specific initiatives and large-scale rollouts, coached trainers, and helped strengthen training consistency. Nate brings a practical, collaborative, and people-centered perspective to training development, coordination, delivery, and program management.
Former Educator
After 20 years as a special education teacher, Gina Arnello made the decision to step into a new chapter—one that combined her passion for student access, communication, and problem solving. With support from the Teacher Career Transition Academy, she successfully transitioned into her current role as an Assistive Technology Specialist, where she helps individuals with disabilities, families, and teams expand communication access and find practical solutions through AAC, access tools, and individualized supports. Gina is excited to share her journey and encourage other educators who may be considering what comes next.
Former Educator
Denise Treadway lives in San Antonio, Texas, with her husband, two daughters, and two cats. She spent 29 years as an elementary classroom teacher before retiring in 2025. She currently works as an Estimator for Texas Site Services, a locally owned pavement striping and sweeping company. Denise also serves on the Board of Education for Shepherd of the Hills Lutheran School and Childcare. In her spare time, she enjoys reading, cooking, sewing, and exploring new places around San Antonio.
Transitioning Educator
Renee Jackson went back to school later in life to become a teacher and is now 62 years old with 10 years of experience teaching English as an Additional Language. To advance her career, she pursued an alternate route to certification and became certified in 2019. Prior to teaching, Renee worked as a computer programmer for a large firm before becoming a stay-at-home mom, homeschooling her sons, and participating in mission work in Costa Rica.
After relocating to Hong Kong, she began teaching English and launched her own tutoring business. While teaching at a startup school, she decided to pursue formal certification. She later moved back to Arkansas and has spent the past five years teaching within the U.S. school system.
Special Education Teacher
Rachel Dunbar is a special educator with over eight years of experience supporting diverse learners and leading professional development in K–12 schools. She is currently transitioning into the EdTech field, exploring roles in implementation, onboarding, and professional learning. Through her journey, Rachel has found tremendous value in the Teacher Career Transition Academy, where mindset work, one-on-one support, and community meetups have helped her build confidence, strengthen her interview skills, and stay grounded during the transition process. Outside of her career pivot, she is also a stand-up comedian and show producer who brings creativity and humor into her work.
Transitioning Educator
Raised in Southern California and shaped by a rich blend of cultures, stories, and traditions, Samara developed a lasting interest in teaching culture and history using technology. She serves as an office administrator and teaches a high school civics class, bringing both organization and creativity to her work. Outside of her professional roles, she enjoys reading, painting, exploring through travel, and discovering new apps and tools that support learning and connection. She is known for her strong work ethic, adaptability, proactive problem-solving, and empathetic approach. Deeply committed to her relationships, she provides steady, faithful support to family and friends, creating a lasting and positive impact through care and presence.



