About me

Jack Sylvester partners with growth-focused organizations — from startups and scaling businesses to Fortune 500 enterprises — as well as technology providers across AI, SaaS, and PaaS sectors. Jack helps companies accelerate performance, streamline operations, and drive innovation through modern learning systems, digital enablement, and organizational strategy. 

"I help companies grow by making sure their people have the tools, training, and support they need to do great work — faster and with less stress. I’ve done this at places like Tesla and McDonald’s, and now I help other businesses do the same."

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

My Vision: To keep learning, continuously improving, trying new things, and exploring what's possible. 

My Values: We are in this together. And the power of 'we and us' is more powerful than 'me and I'.

Jack Sylvester is the son of a teacher and a systems engineer — a blend of empathy and structure that 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.