He is widely respected for his silky smooth (often barefoot) style and later joined the Hobie and Tracker teams. His downhill footage in 1975’s Downhill Motion was deemed “Maybe the best footage ever shot of a skateboarder skating downhill to date.” By Steve Olson in ’08 (Juice Magazine).
As far as becoming the ‘Cadillac Kid” Gregg describes the entire affair as somewhat of a fluke. Out skating one day in Leucadia, he had run into Frank Nasworthy, founder of Cadillac Wheels by chance on the day Frank was planning to shoot his first ad with another skater, Donald Gonder. When Gonder never showed up Gregg instead stood in and shot the ads (in exchange for a little john wetsuit) with photographer Art Brewer at the La Costa hills. In another twist of fate, Warren Bolster—about to re-launch Skateboarder, saw the ads not long thereafter along with another photo of Gregg in Surfer and called him up to shoot the new cover. Following up with a feature interview in Vol. 2, No. 6, where Gregg was described as the “Fifteen-year-old-pool-wizard” Skateboarder received more fan mail for Gregg than any other skater. Today, Gregg lives in Vista, CA and still gets on his skateboard when his body allows.