Not simply give them another presentation they agree with and forget.
I work with schools, districts, universities, associations, conferences, and professional organizations on the issues educators are actually wrestling with:
Career growth
Leadership
Advocacy
Artificial intelligence
Creativity
Professional identity
Program growth
How to communicate the value of work that too often gets taken for granted
The goal is practical and lasting.
People should leave seeing something more clearly, communicating something more effectively, or carrying a strategy they can use the next day.
Jason Leshowitz has spent more than 30 years in education as a teacher, program builder, district level supervisor, hiring decision maker, career strategist, author, and professional development presenter.
He currently serves as a district level supervisor in a large New Jersey public school district, where his work spans hiring, talent development, curriculum, strategy, operations, professional learning, and long term program direction.
That role gives him a vantage point most career coaches never have: he doesn’t only help people prepare for hiring decisions. He has spent years making them. That perspective now sits at the center of both RejectionProofCareer and The Rejection Proof Educator.
Through RejectionProofCareer, he also works directly with educators and creatives navigating advancement, career pivots, leadership moves, interviews, and professional repositioning.
He is the author of The Rejection Proof Educator, published by Amplify Publishing.
Why capable educators get overlooked, and how to make professional value harder to miss
Educators routinely build sophisticated skills in leadership, communication, judgment, training, project management, conflict resolution, stakeholder engagement, and problem solving.
Then they describe all of it as:
“Taught…”
“Helped…”
“Supported…”
“Responsible for…”
And wonder why the market sees them smaller than they are.
This session helps educators identify the value beneath the job description, communicate it at a higher level, and make more intentional decisions about career growth, advancement, and transition.
Key idea: You’re not underqualified. You’re undertranslated.
Before you ask what else you’re qualified for, understand what your career has already trained you to do.
Many educators assume a career transition requires starting over.
It usually doesn’t.
What it requires is learning how to separate the capability from the context in which it was developed.
This session helps participants uncover the broader professional skills hidden inside education experience and translate them into language that travels.
Key idea: You are not abandoning the career you built. You are learning how to carry its value somewhere new.
Use AI to save time. Don’t let it do the part of the work that makes you an artist.
Artificial intelligence is already influencing planning, assessment, communication, curriculum, creative work, and the way students approach ideas.
The question for arts educators is no longer:
“Should we use AI?”
The better question is:
This session gives arts educators practical ways to use AI for efficiency, brainstorming, differentiation, advocacy, communication, planning, and administrative work without surrendering artistic judgment, originality, student voice, or the creative process.
The goal isn’t to make AI the artist.
It’s to give arts educators more time for the work only humans can do well.
Strong programs can still lose resources when their value isn’t made clear to the people making decisions.
Advocacy isn’t bragging.
It isn’t begging.
And it isn’t simply explaining the same need more loudly.
Strong advocacy means understanding what matters to the person making the decision and connecting your request to it.
This session explores how educators build support, communicate impact, advocate upward, frame requests strategically, and make stronger cases for staffing, funding, resources, scheduling, opportunities, and growth.
Key idea: If the value matters, somebody has to make it visible.
Recruitment can open the door. Culture is what makes people stay.
Sustainable programs grow because people want to be part of them.
Students stay.
Families talk.
Colleagues advocate.
Administrators notice.
Drawing from Jason’s experience growing and supervising programs, this session explores recruitment, retention, belonging, communication, identity, advocacy, family engagement, and the systems that turn participation into momentum.
It isn’t about finding one clever recruitment tactic.
It’s about building something people want to join, trust, and remain part of.
The format should fit the audience and the outcome.
Keynotes
Conference sessions
Half day workshops
Full day professional development
Virtual professional learning
University sessions
Graduate program sessions
Leadership workshops
Department professional development
Customized district or organizational programs
Every engagement can be adapted to the audience, goals, format, and context.
School districts
Colleges and universities
Professional associations
Education conferences
Arts organizations
Leadership teams
Teacher preparation programs
Career centers
Professional learning communities
Organizations supporting educators and creative professionals
What if the biggest thing limiting your career isn’t your experience, but the way that experience is being understood?
The Rejection Proof Educator explores why capable educators are so often underestimated in career decisions and what changes when they learn to communicate the full value of what they’ve built.
Published by Amplify Publishing.
Watch selected clips from professional development sessions, workshops, and presentations.
Who will be in the room?
What are they wrestling with right now?
What do you want them thinking, communicating, or doing differently when they leave?
From there, we can build the right session.
Virtual and in person engagements available depending on location and scope.