Syncing an Outlook Replacement w/ Pocket Outlook?

Rick the Red asks: "I'm using Windows ME, Office 2000, and a Pocket PC, but I'm trying to break free (pun intended). To begin my migration, I've decided to replace Office 2000 with OpenOffice.org on Windows, then move to Linux (dual-boot; I've still got the games issue) once that conversion is complete. My concern is the Pocket PC. I'd love to go cold-turkey and replace my Jornada with a Sharp Zaurus, but that's not in the budget right now. OpenOffice.org provides XMerge, which covers Word and Excel, but what about Outlook? What email reader/contact list/calendar apps (for Windows) do you recommend to replace Outlook -and- sync with Pocket Outlook? Any success stories to share?"