I didn't start Five Tool Digital because I saw a market opportunity.
I started it because I lived the problem.
For three years, I served on the board of the Charlottesville Babe Ruth League — Volunteer Coordinator, then Concessions Manager — while my son Liam played in the program. I was at the field constantly. I cared about the league deeply.
And I watched us drown in the exact same admin chaos you're probably dealing with right now. Volunteer no-shows. Spreadsheets that were already wrong. Emails nobody answered because nobody knew whose job it was. Good people burning out on work that a system should be handling.
I never got the chance to fix it for CBRL — budgets are tight at youth leagues, and they're making it work. But I filed every frustration away.
When I built Brenneis AI and started developing automation systems, I knew exactly where I wanted to apply them. I launched Five Tool Digital as a dedicated division specifically for baseball organizations — because this community deserves tools built by someone who's actually been in the room.
The Charlottesville Tom Sox — a Valley League nonprofit — became our first client. We built their full website, automated their player and intern contracts, migrated their historical stats, and stood up their entire CRM and communication system — all before the 2026 season. Board reporting went from 4 hours to 10 minutes. Rainout communication went from 47 individual texts to one automated message. 12+ hours saved every week.
In the words of Chesley Mullins, their President and General Manager: "He is a true partner and the website/CRM solution he created for us is invaluable."