Spots are filling up fast!
Spots are filling up fast!
* Don’t miss the event! Get a text reminder. By providing your SMS phone number you agree to receive event reminders and occasional promotional messages. Standard message/data rates may apply.
Presented by
Presented by
Position Yourself So Recruiters Move You Forward
A Live Career Strategy Event for Teachers in Transition
If you’ve been thinking, “I need out… but I don’t even know where to begin,” you’re not alone.
Whether you’re just starting to explore new paths or already applying without traction, most teachers don’t struggle because they lack ability—they struggle because they don’t fully understand how the hiring process actually works.
This live Career Strategy Event is designed to change that.
You’ll learn how recruiters evaluate candidates at every stage—from mindset and career clarity to visibility, interviews, and negotiation—so you can stop guessing and start positioning yourself strategically.
You’ll gain insider perspective from hiring managers, a teacher-turned-recruiter, and experienced career coaches—learn how hiring decisions are really made, how to translate your experience into language recruiters understand, and walk away with a clear framework for becoming recruiter-ready at every stage of your transition.
Plus, one live attendee will win a 1:1 Resume Review (a $350 value) to help accelerate their progress.
If you’re ready to replace confusion with clarity—and hesitation with strategy—this is where it starts.
*Some sessions may be previously recorded
ATTEND LIVE FOR A CHANCE TO WIN A 1:1 RESUME REVIEW
($350
VALUE)
REAL TEACHERS. REAL PROGRESS.
STOP GUESSING. START POSITIONING.
THIS IS HOW YOU MOVE FORWARD.
EVENT SCHEDULE
One day. Three 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
Prizes, Prep, and What to Expect
Welcome Session with Prizes, Prep, and What to Expect.
🕙 10:00 AM – Session 1: Keynote
Get Recruiter Ready: How to Position Yourself So Hiring Teams Move You Forward
with Lisa Harding
If you’ve been thinking, “I can’t do this another year…” but
don’t know where to begin—you’re not alone.
And if you’ve already started exploring new paths but aren’t
seeing traction—you’re not alone either.
Most teachers don’t struggle because they lack skill. They
struggle because they don’t fully understand how the hiring process works—or
how to position themselves strategically inside it.
“Recruiter-ready” isn’t about having everything figured out.
It’s about understanding the system and knowing how to show up confidently at
whatever stage you’re in.
In this keynote session, Lisa Harding—former hiring manager
and certified career coach—will walk you through what it really takes to
position yourself so hiring teams move you forward. You’ll learn how recruiters
evaluate candidates from first impression to final offer, and how to align your
mindset, clarity, and messaging with the way decisions are actually made.
Whether you’re just beginning or preparing for interviews,
you’ll leave with a clear framework to stop guessing—and start moving forward
strategically.
💡 Key Takeaways:
• What “recruiter-ready” really means—and why it matters
• How hiring managers and recruiters evaluate candidates
• The 4 stages of a strategic career transition
• How to position your experience clearly and confidently
• A mindset shift that builds momentum from day one
🕚 11:00 AM – Session 2: Recruiter Insight
From Classroom to Recruiter: A Transition Story + Insider Insight
with Ashley Kurek
If you’ve ever wondered, “What does a recruiter actually think about when reviewing candidates?”—this session pulls back the curtain.
In this candid conversation, you’ll hear from Ashley Kurek, a former kindergarten teacher who made the leap into corporate recruiting. She’ll share what her transition really looked like—the doubts, the pivots, and the practical steps that helped her move forward.
But this isn’t just a career story.
As someone who now works inside the hiring process, Ashley brings a unique perspective on what recruiters actually notice, what makes candidates stand out, and what quietly holds strong educators back. Through her journey, you’ll gain insight into how hiring decisions are made—and how to position yourself more strategically as you navigate your own transition.
Whether you’re just beginning to explore new possibilities or preparing to apply, this session will give you relatable encouragement and insider clarity.
💡 Key Takeaways:
• What it really looks like to transition from teaching into a corporate role
• How a recruiter evaluates candidates behind the scenes
• Common misconceptions teachers have about recruiters
• Small shifts that can make a big difference in how you’re perceived
• Encouragement and perspective from someone who’s been where you are
🕚 12:00 PM – Session 3: Career Coaching
Cracking the Corporate Code: Resume Writing Tips for Transitioning Teachers
with Reba Gordon Matthews
If writing your resume feels overwhelming—or you’ve heard
conflicting advice about what “corporate” resumes should look like—you’re not
alone.
Many teachers are incredibly accomplished but struggle to
communicate their experience in a way recruiters and hiring managers
immediately understand. It’s not about working harder on your resume. It’s
about translating your value strategically.
In this practical coaching session, Academy coach Reba
Gordon Matthews will break down what makes a resume effective in the corporate
world—and how to shift from listing responsibilities to demonstrating impact in
language recruiters recognize.
You’ll learn how recruiters scan resumes in the first few
seconds, what signals credibility, and how small wording changes can
dramatically improve how you’re perceived. Instead of guessing what to include,
you’ll begin thinking like a recruiter when reviewing your own materials.
Whether you’re building your resume from scratch or refining what you already have, you’ll leave with clearer direction and concrete next steps you can apply immediately.
🕦 12:30pm – Session 4: Event Send-Off
Prizes, surprises, and Next Steps
Wrap up your day with this high-energy closing session!
We’ll celebrate your progress, announce the winner of the 1:1 resume review (a
$350 value!), and share practical tips to help you keep moving forward in your
career transition.
💡 Key Takeaways:
• The difference between a teaching resume and a
recruiter-ready resume
• How to translate classroom experience into impact-driven
language recruiters understand
• What recruiters scan for in the first few seconds
• Common resume mistakes that quietly stall strong
candidates
• Practical shifts you can make right away to strengthen
your positioning
FREQUENTLY ASKED QUESTIONS
Q: Who
is this event best for?
A: This event is for teachers at any stage of their career
transition.
If you’re just starting to think about leaving the classroom
and don’t know where to begin, you’ll gain clarity and direction. If you’ve
already updated your resume or applied to jobs but aren’t seeing traction,
you’ll learn how hiring decisions are really made—and how to position yourself
strategically.
If you’re serious about moving forward, this event is for you.
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?
Join our mailing list
Policy Pages
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.
Super Charge Your
Career Transition!
Join our email list for exclusive premium content.
Register for Webinar
Join our newsletter!
Join our
Mailing List!
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!
Former Educator
Chelsea Maude Avirett is a former educator and the founder of Skip’s Job Board, a curated platform designed to help educators find roles that align with their skills and experience. After experiencing firsthand how time-consuming and overwhelming the job search process can be, she launched the platform in 2021 to streamline access to relevant opportunities.
Since then, Chelsea has curated over 20,000 education-adjacent roles, helping job seekers identify positions across both major companies and smaller organizations. She also has extensive experience interviewing candidates across a range of roles and regularly shares insights on hiring trends in EdTech and Learning & Development through podcasts and professional speaking engagements.
Former Educator
Nate Ditterline is a former educator with over 15 years of instructional experience and now serves as a Supervisor for Expanse Trainers, supporting technical training for a new software rollout. After transitioning out of the classroom, Nate has focused on training development, onboarding, and leadership support—helping teams successfully adopt new systems and processes.
Throughout his career, he has trained over 400 leaders, co-developed and facilitated leadership programs, and led large-scale training initiatives. Nate brings a practical, collaborative, and people-centered approach to training, along with a strong background in curriculum implementation and professional development.
management.
Former Educator
Gina Arnello made the decision to pursue a new path that aligned with her passion for accessibility, communication, and problem-solving after 20 years as a special education teacher. With support from the Teacher Career Transition Academy, she successfully transitioned into her current role as an Assistive Technology Specialist.
In her role, Gina works with individuals with disabilities, families, and support teams to expand communication access and implement tools such as AAC and other assistive technologies. She is passionate about helping others find practical, individualized solutions and is excited to share her journey with educators exploring what’s next.
Former Educator
Denise Treadway spent 29 years as an elementary classroom teacher before retiring from education in 2025 and beginning a new chapter in her career. She now works as an Estimator for Texas Site Services, a locally owned pavement striping and sweeping company.
Denise’s transition highlights that it’s never too late to make a change. In addition to her current role, she serves on the Board of Education for Shepherd of the Hills Lutheran School and Childcare. She brings a thoughtful, steady perspective to the transition process and is excited to share what it’s looked like to start something new after a long career in education.
Transitioning Educator
Renee Jackson is currently in the “messy middle” of her career transition after more than a decade in education. She teaches English as an Additional Language and brings a diverse professional background that includes experience as a computer programmer, homeschooling parent, and international educator.
After teaching in Costa Rica, Hong Kong, and now in the U.S., Renee recently made the decision to explore new career opportunities. Since joining the Teacher Career Transition Academy, she has been actively applying to roles, gaining traction, and beginning to receive callbacks. Renee brings a real-time, honest perspective on what it looks like to navigate change while still in the classroom.
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 space, exploring roles in implementation, onboarding, and professional learning.
Through her journey, Rachel has leaned into the support of the Teacher Career Transition Academy, where coaching, mindset work, and community have helped her build confidence and strengthen her interview skills. She brings a thoughtful, reflective perspective to the transition process, along with a creative edge as a stand-up comedian and show producer.
Transitioning Educator
Samara Birkey is currently balancing roles as a high school civics teacher and office administrator while exploring new career opportunities beyond the classroom. Her passion for culture, history, and technology has shaped her approach to teaching and continues to influence her next steps.
Known for her strong work ethic, adaptability, and problem-solving mindset, Samara is actively building momentum in her transition. She brings a grounded, thoughtful perspective to the “messy middle” and is committed to finding a path that aligns with both her skills and long-term goals.