Bob Bigelow Memorial Fund



To honor the memory of Bob Bigelow, who passed away unexpectedly in August 2020, a group of current and former Winchester residents has begun a project to make enhancements to the outdoor basketball courts at Manchester Field and to endow a scholarship fund in Bob’s name.

It is particularly fitting to preserve Bob’s legacy at the Manchester courts because as a lifelong resident of Winchester and an extraordinary contributor to the community, it was Bob Bigelow who spearheaded the planning, fundraising, and restoration of the Manchester courts approximately 20 years ago.

Of course, many people know Bob through his accomplishments on the basketball court at Winchester High School, the University of Pennsylvania where he starred for the great Chuck Daly, and as a first round NBA draft choice. Yet Bob’s contributions to the sport of basketball and youth sports may run even deeper.

Through his work with thousands and thousands of young athletes, coaches and parents, Bob guided and influenced generations of people in Winchester, New England, and around the globe. Among his many achievements, Bob conducted more than 2500 clinics worldwide, he founded the Winchester Basketball Association (more than 30 years ago), he led a tobacco education campaign for teenagers, and wrote the ground-breaking book Just Let the Kids Play, which offers his unique perspective and critique on youth sports. As such, Bob’s service to our communities provides a living and enduring legacy.

The proposed enhancements to the Manchester Courts include::

  • Installation of a concrete pad and shade structure, similar to the ones at Skillings Field
  • Commemorative plaque located near the courts
  • Replacement of backboards with new glass boards and breakaway rims
  • Resealing and repainting of the courts

Through donations to the Bob Bigelow Memorial Fund (Fund), the committee will complete the work, and, in turn, make a donation of the finished product as a gift-in-kind in accordance with the steps outlined by the Town of Winchester.

In addition, the Fund will also permanently endow a needs-based scholarship in Bob’s name for Winchester High School graduates through the Winchester Scholarship Foundation.

In total, the Fund’s objective is to raise $130,000 for physical improvements to the Manchester courts and the endowed scholarship.

Finally, the Winchester High School boys and girls varsity basketball teams will honor Bob Bigelow on Tuesday, December 28th with a holiday tournament that bears his name, a ceremony to retire Bob’s jersey number, and a presentation to his family.

Your support is greatly appreciated.

Bob Bigelow Memorial Fund Committee Members

Gary T. Grassey
President, Winchester Basketball Association

Doug Miller

John B. Miller

Tom Gaither

Omar J. Lopez

Maria Mountori

Jim McCaffrey

Sam Mosley
Winchester HS Girls Varsity Coach

John Fleming
Winchester HS Boys Varsity Coach


September 21, 2020

Remembering the 'mayor': Winchester's Bigelow leaves lasting impression on young athletes

Olivia Marble
The Winchester Star
Wicked Local

Please consider donating to the Bob Bigelow Memorial Fund.

The WBA, a 501(c)(3) organization, has established a separate account for fund donations. Checks should be mailed to:

Bob Bigelow Memorial Fund
℅ Winchester Basketball Association
P.O. Box 804
Winchester, MA 01890

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