Outlook 2021 Hanging on "Sending Emails"

WSC3

New Member
Outlook version
Outlook 2016 64 bit
Email Account
IMAP
Operating system::    WIndows 10
Outlook version:     Outlook 2021 MSO
Email type or host:    IMAP

I have been experiencing intermittent failures in sending email for months that is now constant. I receive email perfectly. This seems to be a common problem as I’ve noted while searching for answers. I found a list of potential solutions, but none worked for me. I can kill and restart Outlook 2021 and the email will send.

I even updated from Office 2019 to Office 2021 in response to a syncing issue with iCloud which was resolved. But the “hanging of sending emails” issue continues. I followed a list of solutions (Outlook Stuck on Synchronizing Subscribed Folders Issue - Fixed) but I was not able to compact the OST file nor delete it as this author suggested. If I delete it, Outlook used to build a new, clean one, optimally thus removing any corruption in the file which might be the source of the problem. But with 2021 I get an error message that Outlook cannot open without the OST file being present.

Anyway, this is just supposition. What do you suggest to get this resolved?

Thanks so much!
 
Do you open and close outlook frequently? Outlook doesn't always close properly when you have an IMAP account in your profile and this can cause Outlook to have sync issues. There is a registry key to use as a workaround. If you don't want to edit the registry, I have a ready-to-use registry file available
https://www.slipstick.com/doit/AllowLOGOUT.reg

HKEY_CURRENT_USER\SOFTWARE\Microsoft\Office\16.0\Outlook\IMAP
DWORD: AllowLOGOUTWithoutOK
Value: 1

If that doesn't help -

Do you have any sync issues? Look in the Sync issues folder in the Folder navigation pane.

Use Ctrl+6 to open the Folder list pane if the buttons are on the bottom. If your Outlook navigation buttons are in a vertical bar on the left, click the bottom icon in the vertical bar and choose Folder. To switch back to the Mail pane, click the Mail button or use the keyboard shortcut Ctrl+1.

Errors will be in red text in the Sync Issues folder. If you have a few a day it's not an issue, but a large number could mean problems.

Some errors are meaningless. Things like message count not the same online and in count. This happens when you delete a message and is fixed on the next sync. Or a sync error when you close outlook. They can be ignored.

Right click on the folder and Empty it to clear the entries after reviewing the newest ones.
 
>>
But with 2021 I get an error message that Outlook cannot open without the OST file being present.
>>
That is weird, because outlook should recreate it if the ost is not found. Missing PST files will cause that error message though.
 
Hey Diane,

No, I do not open and close Outlook frequently. When I upgraded to 2021, it worked great for two days and now I can’t send an email at all.

I didn’t know about the sync folder. Yes, I have a bunch of these error files.

This is the latest one:

12:30:29 Synchronizer Version 16.0.17628.20110
12:30:29 Synchronizing Mailbox 'wsc.3@comcast.net'
12:30:29 Terminated in error
12:30

Here’s a much longer one:

8:22:16 Synchronizer Version 16.0.17628.20110
8:22:16 Synchronizing Mailbox 'wsc.3@comcast.net'
8:22:16 Synchronizing local changes in folder 'Trash'
8:22:16 Error synchronizing message 'Melania Trump's Most Inappropriate Outfits'
8:22:16 [8004DF03-0-0-322]
8:22:16 Error synchronizing message '10 ''Dumb-Blondes'' Who Actually Have A High IQ'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Leaf Filter Special: 10% Discount for Military & Senior'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Simplify Your Search: Take the Quiz for a Home Insurance '
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Don't Miss Out on your FREE Orangetheory Fitness Class'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message '$100K Life Insurance for just $1*'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Experience Lasting Results: Join Noom for Effective Weig'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message '8 Worst States When It Comes to Taxes'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Your Memories Are Fading Away - Save Them Today'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Refresh Your Retreat: Free Spring Quotes on Bath Remodel'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message '7 US Companies That Are Chinese Owned'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Transform Your Night Drive: See How!'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing message 'Breakthrough for Parkinson's Disease'
8:22:16 [800CCC0F-0-0-322]
8:22:16 Error synchronizing folder
8:22:16 [8004DF03-0-0-560]
8:22:16 Canceled

I'm guessing there is a file corruption? There are received files and these all probably went to my Junk folder. I receive files ok. It’s send that fails. What is this telling us? Is my Junk folder messed up????

outlook 2021 Delete OST to recreate error message.  File not found.jpg
 
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