the oldest motor racing trophy, is the Royal Automobile Club Tourist Trophy

The Royal Automobile Club Tourist Trophy was first awarded in 1905. The winner of that race was John Napier driving an 18hp Arrol-Johnston in a race over four laps of a fearsome 52-mile open road loop around the Isle of Man. His average speed was 34mph.

In 1930 the RAC began awarding the Seagrave Trophy on the basis of merit, rather than annually, to the British national who has displayed a ‘spirit of adventure’ in keeping with that of Segrave himself – whether on land, sea or air.

Found on http://www.royalautomobileclub.co.uk/

Can you believe a Ferrari never won Best Of Show at Pebble Beach before? True

Until 2014, a post war car hadn't even won best of show in the past 55 years.

This is the 1954 Ferrari 375 MM Scaglietti Coupe of Jon Shirley, who won best of show in 2008, and he was once president of Microsoft, and remained on the board of directors until 2008. This Ferrari was designed by Sergio Scaglietti for Roberto Rossellini who comissioned it for his wife, Ingrid Bergman. It’s one of only five roadgoing versions of this racer, and was the first passenger Ferrari to be bodied by Scgalietti.

Info and image found in Sept 1st 2014 issue of Auto Week magazine, photo by Kimball Studios, courtesy of Pebble Beach Concours, and http://www.starkinsider.com/2014/08/concours-delegance-1954-ferrari-375-named-best-show-complete-list-winners.html