I would use a combination of custom properties or if you have EPDM
that would be the cat's meow for something like this.
Or maybe look into task scheduler.
Also take a look at this thread which speaks to comments and the design binder.
We use paper forms and filing cabinets for this type of work. No school like the old school.
Design binder would be a good place for this info.
It sounds like you're asking two questions:
1) how to track design history
2) how to track what you sent out as finished work
Usually the first part can be addressed by a PDM system. Workgroup PDM does a pretty good job of organizing and tracking document versions so you can see what the condition of a document was on a specific date. The second part should be addressed by your ECN or release mechanism or by departmental procedure.
If nothing else, you've got your Outlook data file to keep track of what you mailed out.
PDM Workgroup would be a good option. If you have SWorks Professional or Premium, you already own it anyway.
Scott, might you also be asking if there is a way to detect changes between revisions?