For work I have a desktop Mac, laptop, iPad, and iPhone.  I've found that Meetings invitations sent from people outside our company ONLY show up on the device on which I accept the invite and never sync across to the other devices.  If the invite is sent my someone inside of our company, then as expected, the meeting will show up on all of my devices once accepted.

This has made the calendar almost unusable.  If I work at my desktop Mac during the day and accept several meetings for an upcoming trade show.  When I head to the trade show with my laptop, iPad, and iPhone none of those meetings show up on the other devices.  I'm having to manually re-enter all meetings and associated info in my laptop before going anywhere.  Once entered manually - it then syncs across all 4 of my devices just fine.

Again, this only seems to happen when someone outside our company send me a meeting invite from their Outlook.

Any clues on where I could even begin tracking something like this down?  I've already removed my account from inside Outlook on both my laptop and desktop systems and re-added it.  

I am on Outlook for Mac 2011 Version 14.4.8 across both computers.  My iPad and iPhone on the latest iOS 8 point update.

Thanks in advance for any suggestions.

Sincerely,

Don Hertz