Jason Pearsall

Entrepreneur and Storyteller

At the crossroads of startups, golf, and commercial fiction.

Jason Pearsall

Entrepreneur and Storyteller

Exploring the intersection of creativity, business, and human potential through writing and conversation.

Biography

Jason Pearsall is an entrepreneur and the founder and CEO of Club Caddie, a SaaS platform used by 600+ golf courses across North America. His work sits at the intersection of venture capital, governance, and high-stakes decision-making—terrain that informs the moral and psychological pressure in his fiction.

PRETTY FOLLIES is his debut novel, shaped by lived experience building companies in public: on pitch stages, across boardroom tables, and under the tightening constraints of optics. He writes about ambition as identity—and what it costs when winning stops delivering peace and starts demanding more.

He lives in the Midwest with his wife and their six-pound Yorkie, Penelope. When he isn’t writing, he’s restoring a Donald Ross golf course in Detroit and still running Club Caddie.

Pearsall is represented by Blackhawk Literary Agency.