Hi, I'm in a similar situation as Seadog. I have a 64GB iPod Touch. I use Exchange at work with Office 2010. I also want to sync my home computer, where I have Outlook 2007 and Hotmail.
I've installed Pocket Informant, Google Calendar, and ToodleDo and have been able to sync everything on my iPod. I'm not sure I'm getting the experience I want.
I've used two different Palm's and an HP iPaq over the years. Now if I could only work out the puzzle pieces to get my iPod working.