In Cambridge, Massachusetts he started Robert’s Vending Machine Company before relocating to Maryland where he joined BCS, a full-service vending company, as CEO. In Maryland he founded Co-Operative Refreshment Centers, and was a co-founder of Bay National Bank, where he served as both an Executive Board Member and Vice Chairman.

Professional service to organizations includes Taco Bell Ad Hoc Board Member of the Franchise Management Advisory Council (FRANMAC), Vice-Chairman of YUM Brand KFC Government Affairs, President of the Washington D.C. Taco Bell and KFC Co-Op’s, President of the KFC North East Franchisee Association, and President of the Maryland-Washington D.C. Vending Association.

Philanthropy plays an important role in both Bob and his wife Aileen’s lives as well as in the lives of their adult children Christina and Dominic. Bob chaired The United Way Campaign of Anne Arundel County, Maryland, and was a Board Member of Maryland Hall for the Creative Arts. He has also served as Director, Dinner Chairman and currently serves as Vice-Chairman for the National Italian American Foundation. Bob also established The Carlucci Entrepreneurship Forum and is a past Board Member and Trustee of The American University of Rome.

Bob has had the honor of being recognized for his philanthropic work by several organizations. In 2017, Bob was awarded The Ellis Island Medal of Honor. He was awarded an Honorary Doctorate of Humane Letters Honoris Causa by The American University of Rome, and he was knighted by The Sacred Military Order of St. George. The prestigious Lido Civic Club of Washington, D.C. named Bob Businessman of the Year, and he received The Mattie J.T. Stepanek Heart Songs Award from The Muscular Dystrophy Association of Washington D.C./Maryland.