Outlook 2016 email stuck in outbox
Problem reported by Ionel Aurelian Rau - 12/15/2015 at 8:42 AM
Hello all!
We are experiencing the following issue and is driving us crazy: some of our users (not all) cannot send new email but can receive email and reply to them just fine. They are using MS Outlook 2016 connected to the latest Smartermail 14.4 via EAS.
What is driving us crazy is the fact that these users can receive email and can reply to email, but cannot send new mail! SmarterMail does not show any problems in the logs concerning these and we really have no other idea where to look for a solution. This occurs both when sending mail to local users and also to remote ones. Our email server is properly configured and there are no delivery issues, we are not blacklisted anywhere, etc.
Clients connected via other protocols are not experiencing any such issues at all; it`s just with ActiveSync.
Did anybody else experience anything like this? Any ideas on how to solve this would be welcomed!

4 Replies

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Ionel Aurelian Rau Replied
In case anyone had the same issue, here is how it was resolved: by installing the "November Update" for Windows 10 (aka version 1511). This was really driving us mad.. we`ve updated multiple machines from Windows 7 and 8 to 10 and then Outlook synced and received emails but could not send - all sent items would get stuck in Outbox (note: only occurred with EAS). What was even weirder, is the fact that for some machines this happened and for some it did not.
Turns out MS deferred the November Update (1511) for 30 days for newly upgraded machines, so machines that were upgraded earlier got the update and Outlook did not have this issue. The ones that were just upgraded, did not see the update and emails got stuck in Outlook`s Outbox.
So, this issue had nothing to do with SmarterMail, but with Windows 10. If anyone else is experiencing this, I hope this info will help.
@ Admins: how do I mark the thread as solved?
Bruce Barnes Replied
Not an "admin," but a product specialist.
To mark your thread as solved, select RESOLVED from the "post reply" drop down box when saving a message.

As a courtesy to you, I've marked your message as resolved.
Have a great Holiday and Happy New Year!
Bruce Barnes
ChicagoNetTech Inc

Phonr: (773) 491-9019
Phone: (224) 444-0169

E-Mail and DNS Security Specialist
Network Security Specialist

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Web and E-Mail Hosting, E-Mail Security and Consulting
Ionel Aurelian Rau Replied
Paul Blank Replied
We just love Microsoft. The latest Windows 10 patch (Flash is involved) breaks Microsoft's own Skype and a few other things. The linked article, by Woody Leonhard at InfoWorld, also explains how to temporarily disable the patch:


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