I want users to be able to list people by the year they left - "Class of..."
If you use a Profile and set the Class Of field to be "In Selector" then people can click on a year in the search results to search for all contacts in that year.
You should also be able to pre-populate a profile search parameter (e.g. "Class Of") in the profile listings URL and set force=1. This would allow you to quite easily set a dynamic link for each authenticated user to see their class listing by default... the link syntax is
You'd need to write simple PHP making use of CiviCRM API's and put it in a Drupal block to grab the user's "Class Of" value.