Outlook 2011 + Exchange Online - Disconnects, Messages stuck in outbox, and shared calendar sync.

Several users at our office have been experiencing problems for the past couple weeks using outlook 2011 connected to exchange online / office 365. I have tried EVERY fix I could find searching the net. Thank you in advance if you hold the almighty knowledge and have the power to help.

#1: Account disconnects from exchange online - Client shows "Trying to connect". The error message displayed is "An unknown error occurred in Outlook" Error code: #17886. 
-Messages get stuck in the outbox, new emails do not come in.

#2: Sync progress for shared calendars and emails shows "Server busy. Waiting..." Error message displayed is also "As unknown error occurred in Outlook" Error Code: -17886
-Messages also get "stuck" in the outbox. New emails don't come in. Unlike the first error, the account IS STILL connected to exchange service (green circle next to account name). 
Screen shot below shows the progress window and several shared calendars trying to sync.

Unsuccessful attempts to fix so far: (I have read pretty much every forum I could find with related information and tried every suggested fix so there are probably a few things left out).
  • Closing outlook (sometimes fixes things temporarily, sometimes doesn't)
  • Restart computer
  • Updating to latest version of OS / Outlook
  • Rebuilding identity
  • Rebuilding database
  • Remove and adding the account again
  • Removing and reinstalling Outlook
  • Complete reformat and reinstall of OSX 10.9 + outlook 
  • Checked Exchange Online service health (no reported problems)

There are four users in particular who are experience one of these problems on a weekly or even daily basis. The problems seem to be at random times and I have never been able to connect a pattern that would cause them (i.e. sending huge attachments or bulk email). Other less frequent error messages that cause problems for these users include "HTTP Error. The Server cannot fulfill the request - Error code: 18500" and "The end of the file was reached".

There are about ten other outlook 2011 users in our office who have not experienced any problems. I'm not sure if that points toward a problem with these accounts or maybe Microsoft servers?


Your issue would better addressed in the forum below


http://community.office365.com/en-us/forums/153.aspx

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Thank you. Couldn't move this post so I have reposted the question here: http://community.office365.com/en-us/forums/153/p/209010/633478.aspx#633478

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Last updated October 6, 2023 Views 1,915 Applies to: