This post on Laughing Meme has some great ideas and links about syncing Outlook with the outside world.

LaughingMeme: An Open Source Outlook Sync Tool?

This will help me, since I have rather complicated requirements for my PIM (Personal Information Manager) data.

I currently require, at least, to synchronise contact and calender information between 4 PIM tools:

1. Whatever tools my company provide, since they disapprove of unsanctioned software (currently MS Outlook 2000).
2. High quality, Open Source software for my home system, since I support the open source movement, and I have little money for software (currently Mozilla Thunderbird and Sunbird).
3. A secure, private, and customisable web based tool (looking like Booby atm).
4. My mobile phone, since I spend a fair bit of time away from any computer (currently a Sony-Ericsson K700i, which supports SyncML)

I also require a solid backup and recovery plan from inception, since I plan on becoming somewhat dependent on this, as a replacement for my bad memory, and I don't want any disasters.