[Jim Easton]

Is there a way to have it request every 100 hands automatically?

No, but there will be in version 2 (You'll be able to request x number of hands every y minutes)

If not how do you guys know when to request?

2 tables - I request 100 every 30 minutes (I use Outlook reminders to remember).

I either miss some hands or request too often and repeat.

It doesn't read a hand into the db twice, so overlapping doesn't matter.