
Chad Caruso, a 39-year-old East Farmingdale skateboarder and Guinness World Record holder, is gearing up for a cross-country stunt that would exhaust most people just thinking about it. He plans to push off from Venice Beach on May 1 and aims to roll into Jacksonville on the evening of May 30, streaming the entire journey live on YouTube while two friends follow behind in an RV.
The 30-day math and the support crew
To hit a coast-to-coast finish in 30 days, Caruso needs to average roughly 100 miles per day, a brutally demanding pace even for experienced distance skaters. According to Newsday, he intends to leave Venice Beach on May 1, reach Jacksonville by May 30, and travel with two friends in an RV sponsored by Storyteller Overland. Chad Caruso also lays out the trip and confirms he plans to "Live every day on YouTube" for the run.
Record ride, film and skate-community backing
Caruso first made national headlines when he pushed roughly 3,162 miles from Venice Beach to Virginia Beach in 2023, completing that route in 57 days and earning a Guinness World Record, according to Guinness World Records. That earlier journey inspired the documentary "Across America" and a photo book. A release about the book and film also mentions Tony Hawk’s support and the project’s fundraising reach, per PR Newswire.
Recovery, route and fundraising
Caruso underwent knee surgery last fall to repair a torn meniscus but has been training for the new effort, according to Newsday. That report says he is planning a more southern route through Texas and other lower-elevation stretches to avoid the steepest climbs. Newsday also reports he has raised about $15,000 so far toward a $100,000 goal tied to the nonprofit Natural High as part of the challenge.
How to follow and contribute
The most direct way to follow the live feed and get day-by-day updates is through Chad Caruso, which links to his YouTube channel and the unedited daily streams. The site notes that the streams will be posted each day. Natural High explains its mission to steer young people toward healthy alternatives to substance use and outlines Caruso’s role in that effort.
For Long Islanders who followed his last run, this attempt looks like another local-to-national moment, a familiar face pushing hard for a personal record and a charitable payoff. Expect a lot of attention on his daily miles and his health as the calendar moves into May.









