Jay D.'s Linkedin Analytics

About Me I’ve had boardroom wins and locker room losses—and I proudly own both. From the football field to the founder’s seat, my 20+ year journey in business is part highlight reel, part blooper reel. I’ve co-founded and sold three businesses, advised on over 50 M&A deals, and helped public institutions rethink how they fund and execute multi-million dollar facility projects. I've been featured or recognized by Harvard, the NFL, Vox Media, and some of the brightest minds in business. But I’ve also… -Trusted the wrong people. -Missed red flags in diligence. -Lost equity in a bad buyout. -Started projects too fast. -Burned out because I wouldn’t ask for help. -Every L gave me leverage. Every stumble taught me what can’t be taught in a classroom. How It Started: I began as a high school English teacher and football coach. That early blend of heart, hustle, and mentorship still shapes how I lead teams and build businesses. How It’s Going: Co-founded of a successful M&A advisory firm in NYC Founder of SuccessCoach.com, helping athletes become CEOs Author of After The Game, a best-selling book endorsed by the NFL, Ivy League, MLB, FIFA, Vox, NCAA Champs, and many CEO's. Built a K-12 leadership firm for school districts through School Leaders, a trusted firm that brings together experts in Facilities, Maintenance & Operations, Business & Financial Services, and Leadership & Administrative Support. Core Beliefs: Joy, family, and integrity over ego Growth is earned through friction, not comfort Leadership isn’t about being the loudest voice—it’s about creating space for others to lead If you’ve ever failed forward, built something from scratch, or believe in second chances—you’ll probably get where I’m coming from. Let’s connect and build something that matters—on and off the field.