Dan,
I'm not sure I entirely understand your post, but you can indeed specify project Target and Actual Dates (on the Details tab of Projects).
When you add individuals to be moved to the Occupants tab, you have those same two options as well. The calendar control simply defaults to the current date to position the cursor. If you are doing a number of moves, you can simply select the date (past, present, or future) by double clicking in that Planned Date or Actual Date field. You can then copy that date to each of the other occupants' (aka ... don't have to hit the calendar control each time) planned or actual dates.
Jon