The present invention provides for an integrated matching service and calendaring system. Calendar events are utilized as a bridge between an electronic calendaring system and a matching service. A calendar event represents an activity, e.g., job opening, tennis match, bicycle race, etc., the requirements to match the activity, the entity attributes, and any match results. An entity defines criteria and information for a matching activity which is stored as a calendar event in the electronic calendar system. Portions of the criteria and information are stored as attachments to the calendar event. The calendar events representing a matching activity and associated attachments are provided to a matching server which locates suitable matches for the activity based upon the criteria and information of the activity. If a suitable match is located, the matching server notifies the entities involved by listing the corresponding entities as attendees associated with the calendar event.