Jon Shirley is long time and enthusiastic classic car collector. He was an active vintage racer for 20 years, has driven in rallies around the world, and has won a multitude of concours awards in both the USA and Europe including Best of Show at Pebble Beach Concours d’Elegance. Jon worked with Tandy Corporation for 25 years and left to join Microsoft Corporation in 1983 where he became President, Chief Operating Officer and a director. He retired from Microsoft in 1990 and from their board of directors in 2008. Jon is also an avid fine art collector and philanthropist in the art world.

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THE COLLECTOR CAR MARKET AS YOU SEE IT TODAY
Soft

THE VEHICLE YOU BOUGHT
1954 Ferrari 375 MM (pictured above)

THE VEHICLE YOU SOLD
1957 Testarossa 250 TR. #066

THE VEHICLE YOU WILL NEVER LET GO
1949 Ferrari 166 MM

THE ULTIMATE COLLECTOR CAR
Ferrari California Spyder

BONUS ROUND
Jon’s Alfa 8C 2900 that won Pebble Beach

PARTING WORDS OF WISDOM WHEN BUYING, SELLING, OR HOLDING CARS
Look for things that are amazing buys and for what you love. Having an active club is a huge bonus too.

If you have any questions or comments about the podcast, you can email Keith at [email protected].

One Comment

  1. All of these podcasts are terrific, but this is one I’ve really waited for and it didn’t disappoint. I’ve wondered for years why and how the historic prototype Ferrari Testa Rossa was sold and question answered! Also loved hearing about the Alfa 8C; an Alfista and couldn’t have been any happier watching it go over the ramp at Pebble. Thanks you guys and thanks and congratulations to Mr. Shirley for his great contributions to vintage racing, saving great cars, and the hobby!