During his long career Silva scored approximately 500 victories. He won races in 12 different states including Florida, California, and Ohio. Ollie was the NASCAR champion at Star Speedway in 1967, 68, and 78, and was the Can-Am Classics champion in 1969, 70, 71, and 74.

Other career highlights include being a four time US Winter National (Florida) champion and winning the 1972 Thompson World Series.

Siva has driven modifieds, supermodifieds, pro-stocks, late models and sprint cars.

Veteran race-goers remember a 100 lap race at the Waterford Speedbowl in which he lapped the entire field, not once, but twice. In 1978 he won the URC Sprint Car Championship at Thompson, then went on to Star and won the Can-Am race there the very next day.