Windrush Home Repair, LLC

Co-Founder

David has a long Vineyard history that began in the 1960s while visiting his future wife at their summer home on East Chop. They came to the Island every summer to visit and eventually bought a home on East Chop in 1987. Since 2017 the Island has been their year-round home.

With a college and graduate school background in art, David has pursued a multi-faceted career in art as a teacher, artist, three years of apprenticeship for a general contractor and then forming his own residential construction company. In the 1980s David founded and managed a commercial real estate investment company and a decade later other areas of finance. In 2022 David bought Osprey Home Watch Inc., adding home repair work to the house watch business. He sold the company at the end of 2023. Throughout his diverse career he has continued to utilize his artistic capabilities in his time as a general contractor and on his own personal real estate. David’s experience also includes architectural design, property management and inspections, landscaping, and stonework. David is Manager of Windrush Home Repair, LLC (“Windrush”) which was formed in 2024 with his partner Terry Williams.

Co-Founder

Terry has been a caretaker and artist living full-time on Martha’s Vineyard since 2013. Previously, he spent over 20 dynamic years in Florida, where his artistic talents flourished as an accomplished artist, paint contractor, and muralist. Throughout his career, Terry has mastered a diverse range of home repair disciplines, from precision painting and intricate woodworking to meticulous tile work and comprehensive general repairs. With his wealth of experience and unwavering commitment to excellence, Terry stands poised to address any home repair challenge with skill, passion, and an artistic touch.