Raymond Peter Boulanger passed away, surrounded by family while in hospice care, on November 3, 2025, after a decade-long battle with Alzheimer’s Disease. He was 81.

Ray was born in Northampton, MA, on April 26, 1944, to Raymond Louis Boulanger and Georgette Bessette Boulanger. He attended Williston Northampton school, where he played baseball and football, but his focus was on academics. He graduated fourth in his class with highest honors. At a mixer during high school, he met Maureen Reardon, who would become his wife until she passed away in 2022. After high school, Ray attended Trinity College in Hartford, CT, majoring in Economics, ranking third in his class, and earning Phi Beta Kappa honors. He was also the backup catcher on the varsity baseball team. Ray earned his Masters in Economics from the University of Michigan, before applying to law school.

Ray and Maureen married on May 6, 1967 and later moved to New Haven, CT, where Ray attended Yale Law School through Army ROTC. Ray was a member of the Yale Law Journal. After law school, they moved to Alexandria, VA, where Ray served as a Captain in the Army and Judge Advocate General at the Pentagon. While in Alexandria, their son, Cort, was born in 1971. In 1973, the growing family moved to Arlington, MA, where daughter, Brittanny was born.

Ray’s legal career started in 1973 at Goodwin Procter, with a promotion to associate partner in 1978. At his 2016 retirement party, colleagues celebrated Ray’s contributions to building Goodwin Procter into a thriving national firm. At Goodwin, Ray’s clients included some of the nation’s largest financial services firms – including Fidelity and State Street – and his expert guidance helped grow Boston’s nascent mutual fund industry into a global powerhouse. He also taught advanced seminars in corporate law at Yale Law School and Boston University School of Law.

In 1975, the family moved to Winchester, which remained home for more than 40 years. Ray was an avid Red Sox fan whose fandom was best described as perpetual hope peppered with daily doomerism. While he did rejoice when the Sox finally broke the curse in 2004, neither that nor the three subsequent titles changed his outlook as a Red Sox fan. Ray lived out his own big league dreams at Red Sox fantasy camp in 2005. He relished participating in spring training in Florida, hobnobbing with Sox greats, but the highlight was the game at Fenway Park. With friends and family in the stands, Ray knocked a single to center and played solid defense behind the plate.

Ray traveled with Maureen to New Zealand, France, Scandinavia, Ireland, and more. An avid jogger, Ray transitioned to hiking in his 50s, with treks in the Andes, Alps, Himalayas, and other high-altitude locales. In the early 1990s, Maureen and Ray bought a vacation home in Scarborough, ME. The home became a haven for the entire family, creating lifetime memories for his grandchildren. After Maureen’s passing, Ray moved to Maine full-time, taking long walks on the beach and visiting the gym daily. Ray supported many philanthropies, including A Better Chance, Rosie’s Place, and Framingham State University, for which he served as a trustee.

Ray leaves two children, Cort Boulanger of Middlebury, VT and Dr. Brittanny Boulanger, who lives in Winchester with husband, Dr. Todd O’Brien. He will be deeply missed by his grandchildren, Liam O’Brien, Niamh O’Brien, Callan Boulanger and Mac Boulanger. Ray is joined in eternal life with Maureen and their granddaughter, Tilly Boulanger, who passed away in a tragic accident in 2019. Ray is survived by his brother, Edward Boulanger; and sister, Avis Ashton; his in-laws and numerous nieces and nephews.

On November 21, at 10:00 a.m., Ray’s life will be celebrated with a Mass at St. Mary’s Church in Winchester, before a private Interment with military honors. A reception at the Winchester Country Club will follow.

In lieu of flowers, please consider a contribution to the Tilly Boulanger Foundation, which celebrates the life of Ray’s beloved granddaughter – and their shared love of learning and the outdoors, tillyboulangerfoundation.org or consider supporting the Greater Boston Food Bank in this time of need, https://my.gbfb.org/give