Bob has over three decades of experience as an estate planning and probate lawyer and previously served as Chair of Wiggin and Dana's Executive Committee (2009–2015). He is a Partner in the Private Client Services Department and counsels foreign and domestic clients in matters relating to estate planning, probate, and the taxation and administration of trusts and estates. He often works with clients who have complex estate planning needs, such as family business owners and artists. He is also a resource to other lawyers in situations where difficult family dynamics or complex assets are involved.

He frequently represents charitable organizations, banks, and individuals in contested probate and trust matters in federal and state court. He also counsels tax-exempt organizations and members of charitable boards.

Beyond his legal work, Bob served as Chairman of the Manhattan Advisory Board of The Salvation Army from 2000 to 2004. He is the current Chair of the Town of Pound Ridge Board of Assessment Review and a past member of the Board of San Miguel Academy, an inner-city school for boys in Newburgh, New York. He has also served multiple times on the Committee on Trusts, Estates and Surrogate's Courts of the Association of the Bar of the City of New York, where he has drafted numerous reports on proposed legislation affecting New York Surrogate's Court practice.

Bob obtained his J.D. with honors from the Fordham University School of Law, where he was an editor of the Fordham Urban Law Journal. He earned an A. B. with honors from Vassar College.