The Town Administrator is appointed by the Board of Selectmen to oversee the day-to-day operations of the Town government, to advise upon and administer the policies and procedures of the Board of Selectmen, and to enforce Town bylaws and actions adopted by Milton's Representative Town Meeting. The Town Administrator meets and works with Department Heads and staff to coordinate the annual budget preparation process. The agendas for all Board of Selectmen's meetings are prepared by the Town Administrator and staff, and the decisions and actions of the Board are followed-up through to implementation by staff of this office.

Staff members in the Town Administrator/Board of Selectmen Office are responsible for managing the personnel and risk management functions of the Town. This includes formulating and implementing personnel policies, collective bargaining, Civil Service, workers compensation, and unemployment benefits. Personnel records are managed and maintained by staff of this office. The Town Administrator negotiates all contracts with the Town's non-school union employees, subject to the ratification of the Board of Selectmen and funding by Town Meeting. In addition, the staff members process alcohol licenses, one day liquor licenses, entertainment licenses, livery licenses, above or underground storage tank licenses, block party approvals, yard sale approvals, common victualler licenses, annual reports, appointments to Boards and Committees under the Board of Selectmen's jurisdiction, taxi licenses, town meeting warrants, and proclamations.