Skateboarding Olympian raises money for Sarasota skate park addition Local skateboarder heading to the Olympics and last updated 2021-06-28 21:26:51-04 SARASOTA, Fla. â Since Jake Ilardi was a little boy, he always wanted to be a professional skateboarder, according to his grandmother. "He always said he was going to be a professional skateboarder. I thought it would pass but it just got worse and worse, or better and better, I guess you could say," said Paulette Moulton, Ilardi's grandmother. And next month that dream comes true. Ilardi, 24, will be one of 12 skateboarders representing Team USA at the Summer Olympics in Tokyo. This being the first year skateboarding is an official Olympic sport.