Bill Belichick has been named in a nearly $300,000 lawsuit raising questions about an alleged incident at one of the famed NFL coach’s luxury properties.
The lawsuit targets Forty Five Fair Street LLC, a company managed by Belichick, and focuses on negligence claims related to work done at his Nantucket home.
The complaint accuses the defendants of failing to maintain safe conditions during a renovation project, though many details of the underlying incidents are secret in initial court filings.
The lawsuit was filed by painter Andrew Jackson, who alleged he slipped and fell while working on the property in June 2024. Jackson claims the fall was caused by unsafe site conditions.
The painter is reportedly seeking compensation for more than $285,000 in medical expenses, lost wages, pain and suffering and other damages after suffering a serious injury to his right ankle.
“As a direct and foreseeable result of the fall, Plaintiff suffered serious physical injuries, including a severe right ankle injury, as well as pain, disability, medical expenses, lost wages, and other consequential damages,” the lawsuit says.
𝗕𝗿𝗲𝗮𝗸𝗶𝗻𝗴: A painter named Andrew Jackson is suing Bill Belichick over injuries he suffered while working at his Massachusetts home, claiming more than $285,000 in medical bills and other financial damages.
Jackson claims he fell at work, causing a serious ankle injury… pic.twitter.com/rDaDR3YSMN
– Dov Kleiman (@NFL_DovKleiman) 6 April 2026
$300K lawsuit against Bill Belichick over Nantucket property crash
Court documents indicate that the incident involved the installation and maintenance of plastic sheeting or covering in a work area, although further details have not been fully disclosed.
Belichick, who took over as head coach at the University of North Carolina after leading the New England Patriots to six Super Bowl titles over the decades, has yet to comment publicly on the matter.
Some legal observers say such liability cases often depend on whether the property owner or manager took reasonable steps to ensure the safety of workers.
Belichick buys Nantucket home in 2024 for $4.8 million
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Neither Belichick nor his representatives have issued a statement, and the LLC has not yet filed a formal response with the court. An update is expected as more details emerge.
The legal issues are an unwanted distraction for Belichick as he enters his second season at North Carolina. But judging by her relationship with Jordyn Hudson, she’s a master at distraction.
After a challenging 4-8 debut campaign in 2025, the great coach is focused on building a competitive team. Even though his team faces a tough schedule in 2026.
The last thing the 73-year-old coach needs is a protracted legal case taking attention away from his team. Expectations have run high, especially among Tar Heel fans demanding significant improvement on the field.
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