My main reason for getting off my own exchange server is so I can just leverage my hotmail account which I've been using for the past 10 years.. In the past I used the exchange server a lot, but after looking at my inbox on the server for the past year I've decided it's not worth keeping for the price it costs to keep it going.
Ideally I get something that simulates everything that I get with exchange-- syncronized email, contacts, and calendar on both a PC and Phone via outlook on the pc, and via my data plan (no need for my pc) syncing on the phone.
That being said, the windows live can do the mail and contacts, but just lacks calendar. The gmail route above looks like a possible way, but I'll have to see how well it syncs calendar/contact data to outlook... not really thrilled about switching emails to gmail either.
Looking at the page sent in a previous post, it looks like oggsync, funambol, and myphone looks like the best bet. I'll read into those more and see which one may work for me.
Thanks for the suggestions, looks like I'll have a few to play with.