From what research I've done, most "synchronization" applications/methods don't work with the pst files that Outlook uses. Consequently there are various "commercial" applications developed specifically for synchronizing pst files from different machines (laptop, desktop, home, work, etc). Some of these are mentioned on Microsoft's web site.
None of the ones I've read about seem to be elegantly simple to use. My solution is to copy the actual pst database from one machine to the other; which is a little laborious, not without risk of damaging or corrupting the database, and certainly not a file synchronization procedure.
Does anyone here have any experience with one of the commercial Outlook synchronization products which they can share? (i.e. pstsync, synchpst, EZ Outlook Sync.)