Commander of Chaos (At The Net) — Regan Family Pickleball
USA Pickleball Ambassador, North Central Massachusetts · PCI Certified Coach
"Serving up good vibes, bad jokes, and the occasional winner."
Like a lot of pickleball converts, Jason didn't go looking for the sport. It found him. A neighbor with a paddle, an empty court, and a game that's embarrassingly easy to learn and impossibly hard to master. He was hooked by the end of the first session.
What started as weekend recreation turned into something more. Jason found himself scouting courts around North Central Massachusetts, introducing friends to the game, and organizing informal open play sessions at Doyle Field in Leominster. The community that formed around those early games was the foundation of Regan Family Pickleball.
Jason is a deceptive player at heart — placement over power, the dink over the drive, and the fast hands at the net that make opponents nervous. He's a husband, a dog dad, and an all-around goofy guy who takes the game seriously but never takes himself too seriously.
When USA Pickleball launched its Ambassador program, Jason applied immediately — not because he had the most impressive resume, but because he genuinely cared about growing the game in his region. Today, as a PCI Certified Coach and official USA Pickleball Ambassador for North Central Massachusetts, he advocates for new courts, runs free Learn to Play sessions, and keeps this hub as the go-to resource for everything pickleball in New England.
Pickleball is more fun with family. Meet the team that makes Regan Family Pickleball what it is.
USA Pickleball Ambassadors are volunteer leaders who serve as the local face of the sport — the connective tissue between the national organization and local players, clubs, and facilities.
For North Central Massachusetts, Jason is your contact for:
This isn't a corporate coaching franchise. It's a family brand built around genuine love for the game and the people who play it.