Hello Chris! Unfortunately, EAS is no longer a supported sync protocol for desktop versions of Outlook due to Microsoft having deprecated support for it. In this scenario I recommend these users move to MAPI instead and test further. If these issues persist there please let us know right away so we can get to the bottom of it.
In the meantime though, you may find better luck after completing a clean re-sync of the Outlook installation:
1. Close Outlook and open the Control Panel in Windows.
2. Switch to Icon view, then locate and open the Mail control panel item.
3. Click on Email Accounts and remove your EAS account from the list.
4. Log in to webmail, navigate to Settings>Connectivity, and remove the entry associated with your Outlook client from the Synchronized Devices card.
5. Back in the Email Accounts window (in Control Panel) go ahead and add your EAS account back in to the list.
When finished; open Outlook and allow at least a couple of hours for the initial re-sync to complete before testing further. I hope this helps!
Kyle Kerst
System/Network Administrator
SmarterTools Inc.
(877) 357-6278
www.smartertools.com