I figure others must be in the same boat, so I'd like to hear thoughts. I currently use Verizon Wireless Sync. The program installs on your PC and WM phone and push syncs data to both devices via a "cloud." It's great because changes on one device update to the other within minutes, automatically. The program is free.
However, Verizon is discontinuing this at the end of the year. I've been looking into solutions, and this is the best I've found:
I did a trial of
CompanionLink for Windows Mobile/Outlook (free 2 week trial, license is $39.95). This syncs my PC's outlook (contacts, calendar and tasks) to Gmail. You can configure your WM phone to sync with Google via free
Google Mobile Sync (and as I understand it, Android phones automatically sync up with your gmail account). So this should work for contacts and calendar.
However, tasks are a problem. Companion Link's website says "Tasks map to the Google calendar as untimed events". This doesn't sound great, but I'm not sure how to get around it (or if this wouldn't be an issue on an Android phone). Note that Google Mobile Sync for WM does NOT sync tasks.
For calendar and contacts, sync is supposedly 2-way, so you can update an item on either your phone, PC or gmail, and it will automatically update on the other 2 (I haven't confirmed this, though).
The program was pretty easy to install and set up (I purged my gmail contacts, calendar and tasks first, just to be safe). The only moderately annoying thing is that there's no push function like in Wireless Sync (sync automatically on changes). But you can set your Outlook to sync like every 15 minutes, so it's not a huge deal.
Stinks that it's $39.95, but looks like the closest analog to Wireless Sync that you can get.
I would love to hear any other alternatives people have looked at. I love my TP2, but at the end of my contract I may have to switch to Android if it lets me more seamlessly sync tasks...