Distinguished Alumnus 2019


Each year, St. John's Prep proudly recognizes an alumnus whose life personifies the spirit and values of the Xaverian Brothers and the extraordinary commitment of our faculty and staff. In all endeavors, this individual models for fellow alumni what it means to be a Prep graduate and inspires current students to be change makers and forces for good in the world.

Watch this video of Tom DeSimone '68

St. John's Prep is honored to recognize the service and leadership of Tom DeSimone '68 P'88 GP'16 '18. Tom was presented with the Distinguished Alumnus Award at a special reception in November. Tom will also spend a day on campus, talking with student leaders and visiting classrooms. In May, he will address our graduating seniors at a special reception during Commencement week.

Tom’s parents, Martha and Alec, inspired their six sons and their daughter with a spirit of kindness and determination. Tom brought that spirit back to the Prep as a member of the Board of Trustees from 2002 to 2010, including his service as chairman from 2006 to 2009. Driven by a sense of responsibility to ensure that future generations of Prep students have the opportunity to benefit just as he has, Tom has been among St. John's most influential benefactors. His generosity has helped transform our school in so many tangible and intangible ways—from new buildings to campus renovations to engendering a spirit of giving among his fellow alumni. And that generosity goes beyond the Prep campus as Tom has served numerous nonprofits, most recently as chair of the Beth Israel Deaconess Medical Center Trustee Advisory Board.

After graduating from Boston College in 1972, Tom went to work as an accountant. He had an opportunity at a young age to take on a new and challenging role with a young real estate development firm, WS Development. He seized the opportunity, and today, Tom serves as Executive Vice President and as a Member of the Executive Committee at that same company, has been with the firm for more than 30 years. Tom might not tell you, but he has been a positive force in building up Boston and surrounding areas through his work.

Tom and his wife, Midge, sent their son, Jonathan '88, through the Prep. Jon and his wife, Vicki, have three children, Portia, Brendan '16, and Christian '18. Continuing his father’s legacy of commitment to the Prep, Jon currently sits as a member of the St. John's Board of Trustees.

Established in 1993, the Distinguished Alumnus Award, allows our school community to present a living example of faith, brotherhood, and wisdom to our students. We continually strive for excellence in all that we do, and our Distinguished Alumnus is someone who has achieved professional success; has shown a commitment to lifelong learning; pursues enduring personal relationships; and serves as a model for servant leadership in the Catholic, Xaverian tradition. 

View a list of all of our Distinguished Alumni!


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