Brian Gentile
The coach who bridges strategy and go-to-market — with the playbooks to prove it.
I bring deep empathy to this role as a CEO coach, as I've helped or led companies through formal strategy processes, numerous fundraising events, multiple M&A transactions on both sides of the table, and more Board meetings than I could possibly count.
Brian Gentile has spent more than 30 years as an operator inside technology companies — from Apple and Sun Microsystems at scale, to Brio, Informatica, and TIBCO in the mid-market, to Jaspersoft as Chairman and CEO. Across all of it, he developed a rare ability to connect strategic vision to market execution — and built a career as a four-time public company CMO by knowing how to identify a market, target it precisely, and evangelize it relentlessly.
His coaching is defined by two things that rarely travel together: strategic depth and gifted instruction. Brian doesn't just identify the right move — he teaches the CEO how to see it themselves. He brings proven playbooks to every conversation, drawn from decades of navigating fundraising, M&A, board dynamics, and organizational transformation on both sides of the table. CEOs who work with Brian come away not just with answers, but with frameworks they can use again and again.
He first joined 10X CEO as a member in 2009 while serving as Chairman and CEO of Jaspersoft. The program accelerated his own development so substantially that he became one of its most vocal advocates — and in 2017, joined Mark and Dermot as a Managing Director to help more CEOs do the same. His goal, as he has stated plainly, is to create the greatest CEO group imaginable and to help each CEO reach his or her greatest potential.
That is not an aspiration. For Brian, it is a discipline — backed by 30 years of operating experience and a genuine passion for developing the leaders who carry the amplified weight of the mission.
Ready to connect your strategy
to your market?
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