98.5 The Sports Hub To Host 15th Annual “Who’s Your Caddy” Golf Classic Benefitting Special Olympics Massachusetts
98.5 The Sports Hub To Host 15th Annual “Who’s Your Caddy” Golf Classic Benefitting Special Olympics Massachusetts
Boston's premier sports radio station, 98.5 The Sports Hub, has officially announced the return of its highly anticipated charity event: the 15th Annual “Who’s Your Caddy” Golf Classic. Scheduled for Monday, June 8, 2026, at the scenic Brookmeadow Country Club in Canton, Massachusetts, this landmark anniversary edition aims to reach new heights in fundraising for Special Olympics Massachusetts. With the powerful support of the Boston Bruins Foundation and a roster of beloved on-air personalities, the tournament promises a day of competitive golf, high-stakes auctions, and community spirit, all dedicated to empowering athletes with intellectual disabilities through the transformative power of sports.
The 15th Annual “Who’s Your Caddy” Golf Classic is a major charity golf tournament hosted by 98.5 The Sports Hub on June 8, 2026, at Brookmeadow Country Club to benefit Special Olympics Massachusetts. Since 2011, this event has raised over $300,000 for local charities, featuring interactive opportunities like the "We Need A 4th" auction where listeners can bid to play alongside radio hosts such as Fred Toucher, Tony Massarotti, and Mike Felger.
Celebrating 15 Years of Community Impact in New England
Reaching a 15th anniversary is a significant milestone for any community initiative. What began in 2011 as a way for 98.5 The Sports Hub to connect with its listeners outside the studio has evolved into one of the most successful annual charity golf outings in the New England region. Over the past decade and a half, the "Who's Your Caddy" Classic has consistently demonstrated the generosity of the Boston sports community. By leveraging the reach of the station's massive audience, the event has channeled hundreds of thousands of dollars into vital local programs.
The success of the tournament is rooted in its ability to blend entertainment with philanthropy. For many participants, it is the one day of the year they get to step off the sidelines and engage directly with the voices they listen to every day on their morning and afternoon commutes. This personal connection creates a unique atmosphere at Brookmeadow Country Club, where the passion for Boston sports translates into meaningful support for those in need.
The Evolution of a Charitable Legacy
While the 15th annual event focuses on Special Olympics Massachusetts, the legacy of "Who's Your Caddy" includes a broad spectrum of supported causes. In its early years, the tournament was a primary fundraiser for the Pediatric Advanced Care Team (P.A.C.T.) at Boston Children’s Hospital. In more recent years, it has also partnered with Jaylen Brown’s 7uice Foundation to bridge the opportunity gap for youth in underserved communities. This adaptability reflects 98.5 The Sports Hub's commitment to addressing the most pressing needs within the community.
By rotating beneficiaries or focusing on organizations that align with current community goals, the station ensures that the funds raised have the maximum possible impact. For 2026, the partnership with Special Olympics Massachusetts highlights the essential nature of inclusive sports programming, ensuring that every individual, regardless of intellectual ability, has the chance to compete and find joy on the field of play.
"We Need A 4th": A New Way for Fans to Participate
To celebrate the 15th anniversary, the organizers have introduced an exciting new element: the "We Need A 4th" online auction. Recognizing that foursomes for this event typically sell out in record time, the station wanted to provide a premium opportunity for individual fans to get involved. This auction allows listeners to bid for the exclusive right to join a foursome led by their favorite on-air personalities.
Two high-profile groups are available for bidding. The first features the morning heavyweights: Fred Toucher, Rob 'Hardy' Poole, and Jon Wallach. The second group comprises the afternoon stars: Tony Massarotti, Mike Felger, and Jim Murray. For the highest bidders, this isn't just a round of golf; it's five hours of live, unedited sports talk and camaraderie on the course. All proceeds from these winning bids go directly to the total fundraising pool for Special Olympics Massachusetts.
Event Logistics and Registration Details
The 2026 tournament will take place at the Brookmeadow Country Club in Canton, a venue that has become synonymous with the "Who's Your Caddy" brand. Known for its manicured greens and welcoming atmosphere, it provides the perfect backdrop for a full field of 134 golfers. The registration fee is set at $985 per foursome, a price point that reflects the comprehensive experience provided to every participant.
| Tournament Component | Details for 2026 |
|---|---|
| Date and Time | Monday, June 8, 2026; 7:00 AM Registration |
| Location | Brookmeadow Country Club, Canton, MA |
| Registration Fee | $985 per Foursome |
| Inclusions | 18 Holes, Cart, Lunch, Gift Bag |
The day begins early with a 7:00 AM registration, followed by a shotgun start at 8:00 AM. Throughout the course, golfers will encounter various contests, including "Closest to the Pin" and "Longest Drive" challenges. Following the round, all players gather for a BBQ luncheon where the live and silent auctions take place, and winners of the day's contests are announced.
The Role of the Boston Bruins Foundation
A major factor in the scale and success of the 15th annual event is the "major assist" provided by the Boston Bruins Foundation. The foundation, which is the charitable arm of the legendary NHL franchise, has a long-standing history of supporting youth athletics and community health initiatives. Their involvement brings not only financial resources but also high-value auction items that are essential for driving up fundraising totals.
Items donated for the 2026 auction include team-signed jerseys, game-night experiences, and rare memorabilia. The synergy between a major sports media outlet like 98.5 The Sports Hub and a professional sports foundation creates a powerhouse for good, demonstrating how the entire Boston sports ecosystem can unite to support an organization like Special Olympics Massachusetts.
Impact on Special Olympics Massachusetts
Special Olympics Massachusetts provides year-round sports training and competition for individuals with intellectual disabilities. The significance of being the beneficiary of this year's "Who's Your Caddy" Classic cannot be overstated. Because the organization never charges its athletes to participate, its success is entirely dependent on the fundraising efforts of community partners.
The funds raised during the 2026 tournament will support a variety of Olympic-type sports, allowing athletes to develop physical fitness, demonstrate courage, and experience the joy of teamwork. Beyond the financial contribution, the event provides a platform to raise awareness for the organization's mission, encouraging more people in the community to volunteer, coach, or participate as "Unified Partners" in various sports programs.
Broadcasting Live: Zolak & Bertrand on the Course
One of the highlights of the day is the live broadcast of the "Zolak & Bertrand" show. From 10:00 AM until 2:00 PM, the crew will be broadcasting live from the patio at Brookmeadow Country Club. This adds a layer of excitement to the event, as golfers finishing their rounds can watch the show in person, and listeners at home can hear real-time updates on the tournament's progress and the total funds raised.
The live broadcast also serves as an recruitment tool for the auctions. Listeners who couldn't attend the event can often participate in specific segments of the auction remotely or be inspired to make a direct donation. Scott Zolak and Marc Bertrand are known for their high-energy delivery and deep community ties, making them the perfect ambassadors to lead the charge on tournament day.
Auction Highlights and Prize Packages
The auctions are often where the most significant portion of the day's revenue is generated. For the 15th anniversary, the prize pool is particularly impressive. Highlights include four tickets to a Bruins game featuring a "Bench Assistant" experience for children, allowing them to watch warmups from the team bench. Other notable items include a signed jersey from New England Patriots quarterback Drake Maye and two JetBlue airline tickets to anywhere in the United States.
These prizes represent a broad appeal, ensuring that even those who aren't avid golfers find something worth bidding on. The "bid high and bid often" mantra is encouraged throughout the luncheon, as the station staff reminds everyone that every dollar over the value of the items goes directly to helping Special Olympics athletes reach their goals.
FAQ
- When and where is the 2026 Who's Your Caddy Golf Classic? The 15th Annual tournament will take place on Monday, June 8, 2026, at the Brookmeadow Country Club located in Canton, Massachusetts.
- Who is the primary beneficiary of the tournament this year? The 2026 event will benefit Special Olympics Massachusetts, an organization that provides year-round sports training for individuals with intellectual disabilities.
- What is included in the foursome registration fee? The $985 registration fee for a foursome includes 18 holes of golf, a golf cart, a post-round BBQ lunch, and a players' gift bag.
- Can individual listeners play with 98.5 The Sports Hub hosts? Yes, through the 'We Need A 4th' online auction, individuals can bid for a spot to play with hosts like Fred Toucher, Mike Felger, or Tony Massarotti.
- How much has the tournament raised since its inception? Since it launched in 2011, the 'Who's Your Caddy' Golf Classic has raised more than $300,000 for various local charities.
Conclusion
The 15th Annual “Who’s Your Caddy” Golf Classic stands as a testament to the enduring power of community engagement and the deep connection between 98.5 The Sports Hub and its loyal listeners. By choosing Special Olympics Massachusetts as the beneficiary for this milestone year, the station is ensuring that the spirit of athletic competition and inclusion remains vibrant in the Commonwealth. Whether through participating in a foursome, bidding on the "We Need A 4th" auction, or contributing to the live and silent auctions, every participant plays a vital role in continuing this $300,000 legacy of giving. As June 8, 2026, approaches, the message is clear: play hard, bid high, and help make a difference in the lives of incredible athletes across Massachusetts.
98.5 The Sports Hub To Host 15th Annual “Who’s Your Caddy” Golf Classic Benefitting Special Olympics Massachusetts
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