Forum Discussion
Outlook Cannot Send Email After 1907 Build 11901.20080 Upgrade
Since the 1908 (11929.20254) update last week we've started to see this issue as well.
So far it's only been reported on a few systems and my only work around has been to enable cached exchange mode (were previously online).
What is annoying is that it's only affecting some users and I haven't been able to work out why.
We are also running Exchange 2010 SP3.
I was the first user at my company where it happened and it still worked on another 1907 installation for two or three weeks. Now that installation has the same issues I had (inserting images in new mails or answering mails with images ends up with a failure).
Since we still have some customers with Exchange 2010 SP3 our strategy regarding this will be staying on the annual (broad) channel version 1902 for the next months. Since this version is still supported until 09/2020 we hope that it's only a feature-update that causes the issue and no security-update that will come into the next patchday.
The next broad release which should come out soon will definitely be checked very very careful for that issue...
When you take a look at the Exchange server support matrix under https://docs.microsoft.com/en-us/exchange/plan-and-deploy/supportability-matrix?view=exchserver-2019 you can see that Exchange 2010 is no longer supported with Office 2019 (the classic two-versions-gap) and(!) Office365 ProPlus! Last one was new to me...
I can only imagine that they finally changed the Outlook 365 underlying software binaries to the 2019th version which will make Outlook incompatible with Exchange 2010 because you will have a 3-version-gap. Maybe they did earlier and it still was working until Juli's patchday, no clue...
October 08, 2019 Version 1909 (Build 12026.20320) has finally fixed the issue for me.
