Retirement today is a complex and challenging process. People live longer after they retire and must adapt continuously to meet financial and personal needs. Retirees need a plan in preparation for retirement and in retirement so they can feel fulfilled, active, and productive, not to mention financially independent. This is particularly true of community college presidents. In the fall of 2008, the American Association of Community Colleges (AACC) conducted a survey of retired presidents. The survey explored the issue of retirement among currently retired community college presidents and aimed to determine what role, if any, an organization like AACC could play in preparing presidents for the transition. This initial survey has generated a variety of responses that might prove helpful to those who plan to retire and to others who are in a position to assist those in retirement. Though there is no dominant profile or consensus among respondents, presidents who retire are generally satisfied with their decisions and with their experiences in retirement.