How It Started

“I love beautiful, classic cars. Some would call me a car guy. When the Trustees of the Reservation discontinued the annual September Castle Hill Concours d’Elegance in 2003 after 8 years, I felt a loss. When I attended the “Speed, Style and Beauty: Cars from the Ralph Lauren Collection” at the Museum of Fine Arts in 2005, I was inspired. So were other car guys, who agreed to help me put together a combination of these two events. It took 7 years, but September 23, 2012 was the inaugural Classic Car Show on the Boston Common around the Parkman Bandstand where we captured the best of these two events with “People and Vehicles of Special Interest.”

The Boston Cup is now in its 12th year and considered to be in the top five Classic Car Shows in the country and is the only car show of its caliber in the Northeast. With over 30,000 people in attendance and a 1,000 VIP’s, The Boston Cup continues to draw and delight car enthusiasts from all over New England and beyond.

Meet the Founders

Rich Doucette

Rich Doucette is a Classic Car and Mercedes loyalist (driving only Mercedes since 1987). Rich currently serves on the board of the Minuteman Section of the Mercedes Benz Club of America and is a Manager of the New England Region of the Classic Car Club of America. He has judged at many Concours D’Elegance and Classic Car Shows including Greenwich, Alpine and Larz Anderson.

Ed Casale

Ed is a former operations executive who’s love of cars started with a Volkswagen Bug that was massaged into producing 120 hp. Ed stayed with VW Rabbits, Scirocco’s and BMW’s before moving to Range Rover and Jaguar. In a need for speed he returned to German cars purchasing his Porsche C4S.

Jeff DeMarey

Jeff DeMarey is on the Classic Car Club of America’s national board of directors and is the director of the New England region CCCA. For nearly 30 years, he has run a specialty insurance agency for classic and collectible cars, Stonewall Insurance Group. He is also a frequent judge at classic car shows, including the Greenwich Concourse (for the last 20 years), the Elegance at Hershey, the Boston Cup on the Boston Common (for the last nine years), and many Classic Car Club of America events.

Mike DiGiorgio

Boston Cup Founder

Joseph Freeman

Boston Cup Founder

Susan Chavez

Boston Cup Founder

Ed Owen

Co-founder and Partner of European Auto Solutions, Waltham, MA, ten year veteran of Hatch & Sons Automotive, and Vice-President of the Mercedes-Benz Club of America/Minuteman Section. Experienced Concours judge, organizer, and participant.

Nick Grewal

Boston Cup Founder

Peter Alcock

Boston Cup Founder

Tom Zarrella

Boston Cup Founder

Bruce Ledoux

Boston Cup Founder

Emily Rooney

Boston Cup Founder

Carl Youngman

Boston Cup Founder

David Geisinger

David Geisinger is a passionate collector of classic European automobiles and motorcycles. Born and raised in Massachusetts, David is actively involved in the national automotive scene and locally serves on the Board of Heritage Museum and Gardens & Worth Motorcycle.

Russ Rocknak

Boston Cup Founder

Shelley and Nicholas S. Schorsch

Boston Cup Founder

Michael Ricciardi

Michael Ricciardi

Boston Cup Founder