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Build Momentum. Gain Clarity.
Start Your Next Chapter Beyond the Classroom.



ATTEND LIVE FOR A CHANCE TO WIN A
FREE 1:1 RESUME REVIEW ($350 VALUE!)
HEAR WHAT TEACHERS HAD TO SAY ABOUT PREVIOUS EVENTS
Register Free for A Limited Time
Kick off your 2026 career transition with expert guidance—
and start the year with clarity and momentum.
Saturday | February 7th
9:45am - 1:15pm Eastern
Attend live for a chance to win a FREE 1:1 Resume Review ($350 value!)

NEW YEAR, NEW MOMENTUM.
THIS IS WHERE YOUR TRANSITION BEGINS.
EVENT SCHEDULE
One day. Four sessions. Tons of clarity.
Here’s a sneak peek at what your day will look like. Expect a mix of inspiration, real-world advice, and actionable strategies — all designed to help you confidently transition into a new career.
All times listed in Eastern Time, USA.
🚀 9:45 AM – Morning Kickoff
This isn’t just a welcome — it’s your launchpad for the day.
In this short but powerful session, you’ll:
✅ Get oriented with the platform and learn exactly how to ask questions and participate
✅ Meet your hosts and fellow attendees — you’re not doing this alone!
✅ Set your mindset for success and get comfortable in the space
✅ Hear important housekeeping notes so you know what to expect
✅ PLUS: A special live opportunity to enter to win a 1:1 resume review with one of our certified coaches 🎉
Think of this as your warm-up lap: we’ll shake off
the nerves, get settled, and make sure you’re fully ready to learn, connect…and
get the most from every session ahead.
🕙 10:00 AM – Session 1: Keynote
Your 2026 Career Reset
with Lisa Harding
If you’re hoping this will be your last year in the classroom—but you’re feeling stuck, unsure where to start, or worried you’re already behind—you are not alone.
In this keynote session, Lisa Harding, co-founder of the Teacher Career Transition Academy, shares what she’s learned from guiding thousands of teachers through the transition out of the classroom and into careers they love. You’ll get a clear, honest look at what it really takes to make a career change in 2026—and why so many teachers struggle to gain momentum on their own.
More than inspiration, this session offers direction: a fresh way to understand where you are right now, what’s been holding you back, and how to finally move forward with purpose this year.
This session sets the tone for the entire event—and will prepare you to get the most out of every panel, story, and strategy that follows.
💡 Key Takeaways:
• A realistic look at what the career transition process actually requires—and why it’s normal to feel overwhelmed
• The four stages of a successful teacher career transition—and how to recognize where you are right now
• The surprising reasons so many teachers stay stuck (it’s not lack of experience)
• How to begin building real momentum toward a new career in 2026
🕚 11:00 AM – Session 2: Panel Discussion
Educators on the Inside: Hiring Tips from Former Teachers Turn Hiring Managers
Featuring: Steven Anderson, Timothy Gwynn, Nicholas Provenzano
Ever wonder how former teachers actually land jobs outside the classroom—and what hiring managers are really looking for?
In this behind-the-scenes panel, four former teachers turned corporate leaders pull back the curtain on the hiring process—and what makes a former educator stand out.
You’ll hear from:
· Steven Anderson, engineering solutions for schools at PowerSchool
· Timothy Gwynn, now leading global learning at Krispy Kreme
· Nicholas Provenzano, managing training and content at SchoolAI
Together, they’ll share the lessons they’ve learned from both sides of the career transition—how they navigated the leap, what helped them succeed, and what they now look for when hiring former teachers.
If you’ve ever thought, “Could I really make a move like that?”—this session will show you the answer is yes.
💡 Key Takeaways:
- What hiring managers look for in former teachers
- How to confidently position your teaching experience on a resume or in an interview
- The biggest mistakes teachers make when applying—and how to avoid them
- Encouragement and advice from educators who have successfully made the leap—and now help others do the same
🕚 12:00 PM – Session 3: Panel Discussion
How They Did It: Real Career Change Stories from Former Teachers
Featuring: Katie Feilding, Amy Donato, Holly Owens
What does it really look like to leave teaching and start over?
In this honest and inspiring panel, former educators share the behind-the-scenes stories of how they made the leap—from self-doubt and identity shifts to confidence, clarity, and new careers they love.
You’ll hear from:
· Katie Fielding, Content Manager at Book Creator
· Amy Donato, Instructional Coaching and Professional Learning at Elevate K12
· Holly Owens, Instructional Designer
You’ll hear their real stories of how they navigated uncertainty, overcame imposter syndrome, explored new possibilities, and found their footing outside of education. Each panelist brings a unique path, industry, and perspective—but all share one powerful message: it’s possible, and you’re not alone.
Whether you're just beginning to explore new paths or in the thick of your job search, this session will remind you that reinvention is within reach.
💡 Key Takeaways:
· Candid stories from teachers who’ve successfully changed careers
· Insights into new and different career paths
· Confidence-building insights and mindset shifts that helped them move forward
· Real talk on the emotional side of career change—and how to navigate it
· Encouragement and practical advice from people who’ve been exactly where you are
🕦 1:00pm – Session 4: Career Coaching
Networking 1:1 Making the Transition from Education to a New Career
with Shannon Schwaebler
If networking feels awkward or intimidating—you’re not alone. Most teachers think it requires special connections or extroverted energy, but in reality, it’s a learnable skill and one of the most important parts of your transition.
In this session, career coach Shannon Schwaebler breaks networking down into simple, teacher-friendly steps. You’ll learn your natural networking style, discover where to find the right people in your new industry, and understand how to start conversations—even when it feels uncomfortable. Shannon will show you what to say, how to follow up, and how to build relationships in a way that feels genuine and authentic.
💡 Key Takeaways:
• A clear breakdown of your personal networking style
• How to craft a natural, confident elevator pitch
• Where to find new connections online and offline
• Conversation starters and follow-up tips that feel authentic
• Action steps to begin expanding your network today
🕦 1:30pm – Event Send Off
Prizes, Surprises, and Next Steps
Wrap up your day with this high-energy closing session! We’ll celebrate your progress, give away a 1:1 resume review (a $350 value!), and share practical tips to help you keep moving forward in your career transition. If you’ve been wondering how to build on everything you learned today—this is the session you don’t want to miss.
FREQUENTLY ASKED QUESTIONS
Q: Who
is this event best for?
Q: What
if I can’t attend the full event?
Q: Is this being recorded? Can I watch later?
Q: How
do I join the event once I register?
Q: How
do I qualify for a chance to win the 1:1 Resume Review?

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This Session Is No Longer Available — But Don’t Worry!
But check out our current FREE Teacher Transition Career Event!

SAVE MY SPOT!
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 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.
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.
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Curriculum Designer

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.
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!
You Asked.
We Listened.
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!


