With the acquisition of a Blackberry I wanted to be able to sync both my work and home Outlook setups to the Blackberry (and to each other). I tried a number of free tools (though they aren’t that easy to find) and quickly concluded I would need a better solution.
Enter SyncMyCal. It’s easy, it’s cheap (only $25), and you can try for free. I rarely have duplicated events, and I don’t have to think about it ever–it just WORKS.
How it works: SyncMyCal synchronizes an Outlook calendar with a Google calendar. First I created a Google calendar, then I set up SyncMyCal on both work and home computers. I set the home computer to take priority in conflicts, but at work I set the Google calendar to take priority over Outlook–this way there’s a hierarchy of priority that helps to prevent unresolvable conflicts and duplicates.
I bought it days before Google released their Outlook sync tool, but SyncMyCal can do a lot more and I don’t regret the purchase one bit.
The latest version also syncs contacts, but I haven’t used that yet.