Thomas J. Sheehy III Distinguished Alumni Award
Established in 2014 and named after the fifth headmaster of Canterbury School, the Thomas J. Sheehy III Distinguished Alumni Award recognizes an alumnus/a of Canterbury School who through their professional, community, or public service, has brought distinction to themselves, credit to Canterbury School, and benefit to the communities they serve.
2025 — BARRON COLLIER ’75

Barry was a Partner in The Barron Collier Companies, which has grown from a land holding business to one of the largest diversified companies in Southwest Florida, with business ventures including extensive agricultural operations, commercial and residential real estate development, oil exploration, and mineral management. He is one of the grandchildren and an heir of Barron Gift Collier, Sr., the advertising entrepreneur who became Florida’s biggest landowner in the early 20th century.
Barron Collier Partnership donated more than 750 acres in the early 2000s toward the building of a new Catholic college, Ave Maria University, and a new town east of Naples, Ave Maria, that developed around it. From 2014 to 2017, Barry was chair of Barron Collier Partnership, which has half-interest in Ava Maria’s town development with Domino’s founder Tom Monaghan.
In August 2015, Barry and his wife Dana donated to the University of South Florida (USF) to name a unit of the business school the Collier Student Success Center. Later that year, the couple established the Dana and Barron Collier III Scholarship Endowed Fund at Florida Gulf Coast University.
While at Canterbury, Barry was a Cross Country Co-Captain and played on the Squash and Tennis teams. He graduated from the USF Muma College of Business in 1980 with a degree in Marketing, and from 1987 to 1992 was a member of the USF Fort Myers Foundation board.
Barry has been married to Dana for 43 wonderful years, and they have been blessed with four children and five grandchildren.
Past Recipients
- 2024 — Peter D. Kiernan III ’71
- 2023 — Desmond T. Barry, Jr. ’63
- 2022 — Miriam "Duchess" Harris ’87
- 2021 — James P. (Jim) Stearns ’66
- 2020 — Matthew R. Weir, M.D. ’70
- 2019 — Paul J. Hanly Jr. ’69
- 2018 — Paul Hayes Tucker ’68
- 2016 — Terence S. Meehan ’66
- 2015 — James B. Hayes ’55
- 2014 — Peter Howley ’64









