Outlook 2019 Randomly Disconnecting from Gmail Servers

Korishan

New Member
Outlook version
Outlook 2019 64-bit
Email Account
IMAP
I have 2 gmail accounts connected to my Outlook 2019. Everything worked fine up to about 2-3 weeks ago. Randomly Outlook will stop being able to connect to my gmail accounts. I can restart Outlook without success. The ONLY fix is to reboot my computer and then Outlook will connect just fine. And then, after unknown amount of time, it will randomly stop connecting again and I have reboot, AGAIN, to fix the issue.
Creating a new PST/Profile does NOT fix the issue.
Deleting and re-adding the accounts does NOT fix the issue.
Doing a Repair on Office does NOT fix the issue.
Loading in Safe Mode does NOT fix the issue.
I am up to date on all updates for Outlook, which I even double checked again today to make sure it was updated (went to About and Check Updates). Windows Update also does no show any updates for Office 2019.
What is going on here and how to get this fixed?! Having to reboot my computer just to check my email is not very productive.
 

Korishan

New Member
Outlook version
Outlook 2019 64-bit
Email Account
IMAP
well, apparently it's not *Outlook* directly. Must be some service it uses or something. I rebooted my system and didn't reload Outlook immediately. Been about an hour. I loaded it up, and it won't connect to the gmail server.
 

Korishan

New Member
Outlook version
Outlook 2019 64-bit
Email Account
IMAP
The only error that shows up is this:

Task 'Synchronizing subscribed folders for ***@gmail.com.' reported error (0x800CCC0E) : 'Outlook cannot synchronize subscribed folders for ***gmail.com. Error: Cannot connect to the server. If you continue to receive this message, contact your server administrator or Internet service provider (ISP).'

Which isn't very helpful, considering it works right after a reboot, but waiting awhile it stops.
 

Korishan

New Member
Outlook version
Outlook 2019 64-bit
Email Account
IMAP
Randomly, for some unknown reason, it started working just fine. I have no idea what happened.
 

Korishan

New Member
Outlook version
Outlook 2019 64-bit
Email Account
IMAP
oh wonderful! Now it's not checking/sending my xfinity/comcast account!!! !?!?!!??
 

Korishan

New Member
Outlook version
Outlook 2019 64-bit
Email Account
IMAP
Oh this is freakin frustrating. Just did a "Security Update" yesterday, and now it stops checking the gmail accounts again!!
I reboot, load up Outlook, and it works for a few times. Then stops checking the gmail accounts. WTH!?!?!?
 
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