Gaylord has co-chaired both the Realignment Committee and the Conservation Committee, and is a trail maintainer in Westchester County. He is a trustee of the Greater Irvington Land Trust and a member of the Irvington Open Space Committee. Gaylord retired as a director of global aviation at Citibank. He has a BA from the University of North Carolina at Chapel Hill and an MBA from the University of Virginia. He is a member of the Appalachian Mountain Club. Strategic Planning Committee Chair.