A system for prioritizing meeting attendees based on a scheduling user's perspective in an event scheduling system. The system provides a user interface for a scheduling user that enables them to prioritize individual prospective attendees, or groups of prospective attendees, in a way allows for easier evaluation by the scheduling user of a greater number of potential event times for a desired event, in situations where it may not be possible to establish an acceptable event time across all prospective attendees. The scheduling user can indicate a number N of priority levels, and the disclosed system operates to supply prospective event times relevant to each priority. Accordingly, where a scheduling user has assigned prospective attendees to priorities 1 through N, where priority 1 is the highest, the disclosed system would respond by simultaneously presenting to the scheduling user with N sets of prospective event times corresponding to the assigned priorities. Specifically, a first set of prospective event times would be presented that satisfy the availability constraints of all prospective attendees of priority 1, a second set of prospective event times would be presented that satisfy the availability constraints of all attendees of priorities 1 and 2, a third set of prospective event times would be presented that satisfy the availability constraints of all prospective attendees of priorities 1, 2 and 3, and so on through a set of prospective event times that satisfy the availability constraints of all prospective attendees of priorities 1 through N.