The only 'rule' to the contest is that an individual may only check off an 'area' when the individual has done legitimate maintenance work in the paticular area.
Here is the list of cool places I have been:
Hall of Missions
All sorts of offices
Library Work Rooms.
A few of those rooms in the basement filled with all sorts records
Maintenance Shop (this is a given)
Elevator Machinery Room (for the main lift)
Gardening Room (not very exciting)
Heat Exchange Room
All over G&T cafeteria (including -17 Celsius meat locker)
All Guest Rooms
All Female Washrooms (yuck)
6th Floor Kitchen
All Residence Storage Rooms
Only area left: The underground tunnel to Morrow Park!