The City Manager is the chief administrative officer of the City of Winter Park. This position is appointed by the Mayor and City Commission. The City Manager serves policy decisions and directives issued by the governing body of Winter Park. In addition, the City Manager is responsible for staffing all support employees, as well as hiring all city employees and department heads. Since the Mayor and City Commission do not have office hours at City Hall, most questions, compliments and complaints about city services should be directed to the City Manager.
The Assistant City Manager duties are to fulfill the City Manager’s responsibilities in his/her absence. At the direction of the Mayor and City Commission, the Assistant City Manager serves on various Boards and Committees as the city's representative. This position also requires performance with special projects and assignments as directed by the City Manager. The Assistant City Manager oversees the Human Resources Division, Information Technology (IT) Division, Purchasing Division, and the Risk Management Division. These divisions provide the city with crucial services such as data processing and goods/services purchasing.