The fact that Outlook mac 2011 subfolders were not auto-syncing (unless I accessed the particular folder) was annoying the crap out of me too. I have plenty of filters and like to see how many unread I have in each folder without clicking on that folder.
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His outlook inbox won't sync. It's says sync pending then folder is up to date but nothing new appears unless I clear the mailbox cache.
That basicly only gives me new items up to that point and goes back to not syncing. I thought maybe the cache was corrupt but it seems like something else that is either corrupting it or its another issue entirely. I tried enabling sync error logging (per the Internet suggestion) that did nothing. It works fine on all other machines.
I have to add that we reinstalled the OS and MS Office from the 365 portal and it's still happening. I second this idea. Outlook for Mac, which uses EWS, seems to choke hard when a folder within a mailbox gets too many individual items in them, especially Inbox. Outlook 2011 was downright terrible, I saw it happen with as few as 1000-2000.
Outlook 2016 is significantly better, but I have seen it do sort of the same thing when it starts to encroach 5000+. Having an overall large total mailbox size just exacerbates this issue further. (We preach best practices to our clients, but we all know how well 'those' users adhere to such advice.) OP should have the user log into OWA and see how many items the Inbox has, and assist in trashing/organizing mail accordingly. Or just make the user do it on their own.
Whichever fits their relationship, I guess.
By default, Outlook displays the number of unread messages on most Mail folders. That’s handy on the “Inbox” folder, but what if you want to know how many total messages (unread and read) there are in other folders, such as the “Deleted Items” folder or? It could be helpful to know when you get so many messages in your “Deleted Items” folder that you should empty it, or how many messages are in your custom “Pending Reply” folder waiting for you to take action and send replies. You can change which Mail folders show unread messages and which show total messages.
We’ll show you how. NOTE: The “Drafts” and “Junk E-mail” folders, as well as the “For Follow-Up” Search folder (if you’ve ), show the total number of messages by default. We discuss how to change additional settings for the “Junk E-mail” folder in our article about. Unread messages on a Mail folder display as a bold, blue number next to the folder name, as shown below. We’ll leave the “Inbox” folder displaying the unread message count, but we’ll change the “Deleted Items” folder to display the total message count to remind us to empty that folder once in a while.
To do this, right-click on the “Deleted Items” folder (or a Mail folder of your choosing) and select “Properties” from the popup menu. The “Properties” dialog displays for the selected folder. On the “General” tab, select the “Show total number of items” radio button and click “OK”. The “Deleted Items” folder now show the total number of messages, both read and unread, in the folder, rather than the number of unread messages. When you change the message count setting for a folder in your “Favorites”, the change applies to the folder in both places: the “Favorites” and the Mail folder list. NOTE: You cannot change the message count property for multiple Mail folders at the same time. You must change it one folder at a time.