Are you using Outlook both at home and at work or are you using the Palm Desktop at home? If you're using Outlook at both places, what versions?
If the T3 still came with Pocket Mirror, I'd be a lot more positive about you syncing to two computers. The Outlook conduits that come with the T3 are written by Palm and are considerably less spohisticated about resolving conflicts than Pocket Mirror. If you're using the Palm Desktop and Outlook, things get even hazier. As iii3 wrote, an option would be to always set one computer as the "master" and always overwrite the data on the other PC. The problem is that you almost inevitably forget which one is the master or enter something in one computer and it gets wiped out by the overwrite sync.
My suggestion would be to make sure you have a good backup both at home and at work and also take a good backup to your SD card. Try syncing to both compters normally and see how it goes. Some people do this every day with few problems while others find it a complete disaster. By having good backups before you try it out, you can restore everything if the experiment goes pear shaped.
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