Boston, MA (May 21, 2026): 98.5 The Sports Hub will host its 15th Annual “Who’s Your Caddy” Golf Classic on Monday, June 8, 2026, at Brookmeadow Country Club. This year’s event, with a major assist from the Boston Bruins Foundation, will raise funds to benefit Special Olympics Massachusetts.
A favorite tradition among listeners, partners, and sports fans throughout New England, the annual tournament combines golf, entertainment, and community support while helping raise funds for important local organizations. Since its launch in 2011, the “Who’s Your Caddy” Golf Classic has raised more than $300,000 for charities including Boston Children’s Hospital Pediatric Care Unit, Jaylen Brown’s 7uice Foundation, and now Special Olympics Massachusetts.
This year’s event will feature a new fan-focused opportunity called “We Need A 4th,” giving listeners the chance to bid online for the opportunity to join either the Fred Toucher, Rob ‘Hardy’ Poole & Jon Wallach foursome or the Tony Massarotti, Mike Felger & Jim Murray foursome. The highest bidder for each group will earn a coveted spot as the fourth player.
“We launched this event 15 years ago with the goal of combining our passion for sports, entertainment, and giving back,” said Tony Massarotti. “To see how much this tournament has grown over the years – and the incredible support from listeners, sponsors, and local organizations – has been truly rewarding. We’re excited to make this year’s event another memorable day for a great cause.”
“We’re incredibly proud to celebrate the 15th anniversary of the ‘Who’s Your Caddy’ Golf Classic while supporting such an inspiring organization as Special Olympics Massachusetts,” said station Program Director Rick Radzik. “This tournament has become a meaningful tradition for our station, our listeners, and our partners, and we’re grateful to the Boston Bruins Foundation for helping us continue making a positive impact throughout the community.”
Approximately 134 golfers are expected to participate in the tournament. The cost is $985 per foursome. Participants will also can also bid on a variety of prizes and auction items, including:
- Four tickets to a Bruins game featuring a game-night “Bench Assistant” experience for two children ages 6-12 during warmups
- Two JetBlue airline tickets to anywhere in the United States
- A signed Drake Maye jersey
- A team-signed Boston Bruins jersey
- Tickets to upcoming New England Patriots and Boston Celtics games
- And many additional prizes and experiences
For more information, please visit https://985thesportshub.com/
