[rshyffer]

A PPC doesn't sync to "Outlook" over the air, it syncs to a mail server over the air. Usually someone using Outlook is getting their mail from a Microsoft Exchange server. If this is the case, then it is likely you can sync your e-mail, calendars, and contacts from the Exchange server to your PPC over the air, this is called "Exchange Active Sync". If he can get to his e-mail through the web and it is a Microsoft Exchange web site, then there are ways even if corporate IT doesn't support Exchange Active Sync (Google "emoze" or "seven"). The best bet if your friend wants to sync to his work e-mailis/calendar/contacts is to talk to his IT department and see what over the air sync mechanisms they support.