Jack Sylvester

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Jack Sylvester

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Global Learning & Innovation

I help global and local organizations reimagine how people learn—blending strategy, technology, and human-centered design to deliver learning experiences that build skills faster, align with business priorities, and scale across geographies. 

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Who I work with

  • Startups & scale-ups building learning capability
  • Small businesses looking to innovate and grow
  • Public sector transforming with progress and a mission
  • Fortune 500 teams driving People and Culture
  • Tech & innovation providers embracing digital transformation
  • Hospitality & retail frontline training
  • Aviation & energy compliance training
  • Life sciences global enablement systems

Why it Works

Bringing deep expertise in learning ecosystems (LMS, LXP, DAP), enterprise transformation, and innovation strategy — with the agility to support both emerging ventures and mature enterprises.


  • Results‑driven: Clients see $1M+ in savings or performance gains within 6–12 months
  • End‑to‑end Leadership: From strategy to launch—systems, teams, training, change
  • Global Perspective: We've activated learning programs that serve 2M+ users in 24+ countries

About me

With leadership roles at Marriott, Tesla, McDonald’s, and Thermo Fisher, I’ve built global learning ecosystems, led digital transformation, and helped teams work faster, safer, and more effectively. My work has delivered measurable results — from reducing onboarding time and saving millions in costs, to enabling regulatory certification and accelerating innovation. 


My Mission:  I help organizations make better decisions about learning, technology, and growth—by combining curiosity, clarity, and care in everything we do. 


My Vision: Keep learning, continuously improve, and explore what's possible. 


My Values: We are in this together. 


Jack Sylvester is the son of a teacher and a systems engineer — a blend of care and analysis shaped his lifelong passion for learning and technology. He’s a proud dad of three, learning daily alongside his wife. Driven by curiosity, creativity, and joy, Jack has spent his career weaving together systems that help people grow and organizations thrive. You’ll find him most at peace when mowing the lawn, shoveling snow, or sitting by a campfire. 


Empowering millions of people to learn something new...

...igniting relentless growth and bold innovation.

Copyright © 2024 Jack Sylvester LLC - All Rights Reserved.

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