Richard F. “Dick” Connolly, Jr. is the Managing Partner of The Connolly Group at Morgan Stanley based in Boston. Dick is an acclaimed financial professional who has been managing investment portfolios for more than 50 years. Dick Connolly was a Ouimet Scholarship recipient at The College of the Holy Cross and considers the award one of the proudest moments of his life. As one of the top financial advisors in the country today, it all started for him as an eight-year-old caddie at Woburn Country Club. He has never forgotten where he came from, and how he was helped, and thus Dick and his wife Ann Marie have made a lifelong commitment to charitable giving.

In this episode, Dick discusses his dear friend Arnold Palmer, his love for golf and caddying, and of course, Woburn, Massachusetts and the family and friends who shaped who he is today.