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Boozy hedge-fund scion flips golf cart at $15M Hamptons estate, leaving pals with broken back and bleeding skull: suit

December 14, 2025
in News
Boozy hedge-fund scion flips golf cart at $15M Hamptons estate, leaving pals with broken back and bleeding skull: suit

The drunken, “thrill-seeking” scion of a wealthy hedge funder left two friends seriously hurt after flipping the family golf cart at full speed in a “dangerous stunt” at their $15 million Southampton estate, the alleged victims claimed in a lawsuit.

Garrett Huff, now 23, had been drinking for hours with pals John Mascali and Heather Dailey at the beach and playing “wine pong” in the basement of his parents’ 10-bedroom, 10,000-square-foot manse when the trio decided to zip to the sand one last time on that August 2024 evening, according to court papers.

But Huff hit the gas without warning and sent the oversized, three-row golf cart “at full speed onto a roundabout where he attempted a dangerous stunt which pushed the vehicle to its tipping point,” Mascali and Daily said in court papers.

john mascali injured in the hospital after the crash
John Mascali now suffers nose bleeds, chronic pain and other ailments after the golf cart crash. Obtained by the NY Post

“In no more than 10 seconds the golf cart was at full speed,” Mascali told The Post. “The last thing I remember . . . was feeling the golf cart lift up off the ground.” 

The vehicle overturned, “violently hurling” Mascali and Dailey to the pavement and knocking them unconscious, according to their Suffolk County Supreme Court lawsuits against Huff and his parents, Craig and Tracey Huff, seeking unspecified damages.

Sag Harbor native Mascali, now 24, suffered spinal fractures and a concussion and woke up to see Dailey with “blood streaming from her skull,” they said in the litigation.

john mascali and heather dailey
John Mascali and Heather Dailey were both thrown from the Huff family’s golf cart, and seriously hurt. Helayne Seidman

“The only thing I really vividly remember was seeing Heather in a deformed position, with tons of blood leaking out of her head,” Mascali recalled. “I thought she was likely dead. I just remember collapsing on my knees in front of her.”

Mascali and Dailey were rushed to a local hospital.

Dailey, a New Jersey resident, needed five staples to close her head wound and now suffers debilitating migraines. She said she was “terrified” to see Mascali lying still on the ground, thinking he was dead.

garrett huff
Garrett Huff allegedly has a history of reckless behavior with the golf cart. Garrett Huff / Linkedin
Craig and Tracey Huff
Craig and Tracey Huff Matteo Prandoni/BFA.com / Shutterstock

Garrett Huff’s father, Craig A. Huff, launched private equity firm Reservoir Capital in 1998. His mother Tracey once bragged to The New York Times about spending $200,000 on a closet. The couple owns an $11 million, 15-room spread at 993 Fifth Ave., the entire sixth floor of a majestic limestone building across the street from the Met.

The accusers said the Huffs knew their son “had a history of engaging in reckless joyrides” with the golf cart, “especially under the influence of alcohol,” and had “previously injured a friend’s hand in a similar stunt.”

The couple ditched the family golf cart after the crash, the lawsuit contends.

“This was not an accident – it was the predictable result of recklessness and a long-ignored pattern of dangerous behavior,” said attorney William A. Brewer III, who reps Mascali and Dailey.

The Huffs did not return messages seeking comment.

The post Boozy hedge-fund scion flips golf cart at $15M Hamptons estate, leaving pals with broken back and bleeding skull: suit appeared first on New York Post.

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