Jason Leshowitz is a district-level educational leader, career strategist, and the founder of RejectionProofCareer, a professional growth and career-positioning platform built for educators, creatives, adjuncts, professors, and higher education professionals who are ready to translate their experience into stronger opportunities, clearer professional visibility, and better compensation.
With more than 30 years in education, Jason has spent his career leading teams, supervising educators, conducting evaluations, building programs, and sitting in the hiring rooms where decisions actually get made. He has supervised, hired, coached, and evaluated more than 65 K-12 educators across a large public school district in New Jersey. He knows how candidates get placed in those rooms. He built RejectionProofCareer because most of them were being misread.
As a district leader, Jason oversees districtwide programming across multiple arts disciplines while leading large-scale initiatives involving curriculum, staffing, leadership development, public programming, and organizational growth within Clifton Public Schools, a district serving more than 11,000 students.
Alongside his district work, Jason coaches educators, principals, assistant principals, instructional leaders, adjuncts, professors, higher education professionals, and creative professionals through career repositioning, resume and LinkedIn strategy, interview preparation, and salary negotiation. His work is grounded in a simple observation: most of the people he works with don't have a capability problem. They have a translation problem.
Jason's coaching and writing center on the gap between what educators know and what hiring teams can actually see. His work covers educator and creative leadership visibility, career positioning and professional branding, interviewing and hiring psychology, resume and LinkedIn strategy for both traditional and portfolio-based careers, negotiation and self-advocacy, burnout and career sustainability, leadership communication and executive presence, and translating educational and creative experience into broader professional value.
Jason is the author of The Rejection-Proof Educator: Translating Your Experience into Better Pay and Bigger Opportunities, published by Amplify Publishing, summer 2026. Endorsed by Todd Whitaker, Eric Sheninger, Tina H. Boogren PhD, LaVonna Roth, and Mandy Froehlich.
— Jason Leshowitz
Rejection Proof Weekly is a free newsletter read by educators, creatives, adjuncts, professors, and higher education professionals navigating career transitions. Published weekly at RejectionProofCareer.com.
LinkedIn: linkedin.com/in/jason-leshowitz
Instagram: @rejectionproofcareer
Facebook: facebook.com/rejectionproofcareer
District-level educational leader, Clifton Public Schools, New Jersey
30-plus years in K-12 education
Founder, RejectionProofCareer
Author, The Rejection-Proof Educator (Amplify Publishing, 2026)
Creator of the RejectionProof Career Framework
Master's Degree in Educational Leadership, William Paterson University of New Jersey
Doctor of Education (in progress), American College of Education
Board Member, Lakeland Youth Symphony