Outlook 365 - suddenly unable to send using Gmail POP3

Post number 7 has been selected as the best answer.

Status
Not open for further replies.

ofw62

Senior Member
Outlook version
Outlook 2016 32 bit
Email Account
Office 365 Exchange
Suddenly communicating with Gmail servers stopped working. I didn't change anything, but got an error "Sending' reported error (0x800CCC1A) : 'Your server does not support the connection encryption type you have specified. Try changing the encryption method. Contact your mail server administrator or Internet service provider (ISP) for additional assistance.'
I removed the Gmail accounts and tried to re-install them, but no luck.
They are POP3 accounts and the settings were fine, until very recently. Yesterday(?)

Am using the latest Outlook 365 version (1910 build 12130.20272 Click-to-Run).
Didn't change anything within my Google account.

I know IMAP is the way to go, but as long as POP3 is available... I have many archive .pst files.

Any suggestions?
Is this a Gmail issue or my ISP ?

thanks.
 
Both, incoming and outgoing. Created a new mail account (3rd time): Outlook > File > Account Settings > Manage Profiles > Mail Setup.
Bad luck.
Allow less secure apps is set to 'ON'.

Outlook-POP3-Gmail-Cannot communicate with server-issue-15112019 064345.png

BTW ... It strikes me, when adding an account using File>Account Settings>Add Account, the option:
"My outgoing server (SMTP) requires authentication" is missing, contrary to mail setup in the above way (using 'manage profiles').

Outlook-POP3-Gmail-My outgoing server requires authentication-missing-15112019 070154.png

Peculiar it is...

-
Later...
There is an article about this issue and the suggestion was made to uncheck the option "This server requires an encrypted connection(SSL)"
Tried that, didn't work either.
 
Last edited:
I've seen a few reports in Microsoft forums too. It's working here - with imap and 2FA. I'll test it on a second account that does not have 2FA enabled.

I know from experience with gmail, is they will turn off 2FA and make you review recent access before they will let you connect.
 
It worked here with manual setup, POP account, and no 2FA. Autoaccount setup was failing - then i remembered i wanted to do a POP account, since you are doing pop.
 
Hi Diane, meanwhile found the solution:
change a registry key:

HKEY_LOCAL_MACHINE\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.3\Client
set Enabled to 0
(it is set to 1 by default)
see
TenForums: Outlook cannot connect to GMail - Windows 10 Help Forums
and
Gmail Help Forum: Outlook 365 - Gmail-POP3 - (0x800CCC1A) : 'Your server does not support the connection encryption... - Gmail Help

In my case, after changing the registry key and rebooting, the accounts were back again....
No need to recreate them. Download went fine.

Experimental TLS1.3 should have been disabled.

Ref: What's new in Windows 10, version 1909 IT Pro content

Regedit-Security-SCHANNEL-Protocol-TLS1.3-Set Enabled to 0-16112019 071548.png
 
  1. Enter your Gmail account (click on Gmail in your browser).
  2. Proceed to the top right corner.
  3. Locate the gear icon and click on it to open the Settings menu.
  4. Go to the Forwarding and POP/IMAP tab.
  5. Proceed to the Enable IMAP option and select it.
  6. Make sure that the status says, ‘IMAP is enabled’.
  7. Save your changes.
Well done. It’s time to tweak your Gmail account security settings.
2. Allow less secure apps
In fact, your security settings might be behind the issue. Here is what you should do:
  1. Enter your Google account: navigate to the top right corner of the screen, click on your profile picture, and click on My Account.
  2. Select Sign-in & security. Then proceed to Connected apps & sites.
  3. Locate Allow less secure apps and enable this feature.
  4. Make sure to save the changes.
Your success is just around the corner, so keep working your way down.
Hope this helps you!
Regards,
Lewis
 
Hi; I spent ages hammering away at this for a customer (Outlook 2007, POP3, gmail), tweaking SSL and TLS in the registry, after having run SCANPST and corrected errors; the error was " (0x800CCC1A) : 'Your server does not support the connection encryption type you have specified." Nothing worked. So, I disconnected the PST file and rebuilt. (quit outlook, rename the PST, restart and let it create a new PST, reconnect the old PST (File, Open, Outlook Data File), move emails into the new folders, done). Everything was fine. So, despite the error message, the problem was database corruption (not fixed by SCANPST, of course), not with the protocols and transport.
 
I spent ages working on this for a customer (Outlook 2007, POP3, gmail), trying everything concerned with protocols; using regedit, tweaking SSL and TLS, recreating new email profiles, looking at the firewall, malware etc.; nothing worked. I had of course also run SCANPST. In desperation, I disconnected the PST file and created a new one, and everything was fine. I was then able to reconnect the old PST, and copy across the emails. So, it was just a case of database corruption, and despite the error message had nothing to do with encryption or protocols. And SCANPST didn't help. Lesson learned!
 
Status
Not open for further replies.
Similar threads
Thread starter Title Forum Replies Date
X Custom icon (not from Office 365) for a macro in Outlook Outlook VBA and Custom Forms 1
T Outlook 365 won't take new working password Using Outlook 0
P Yahoo/IMAP folder rename by Outlook desktop 365 Using Outlook 0
P VBA to add email address to Outlook 365 rule Outlook VBA and Custom Forms 0
Rupert Dragwater Background colors not saving in Outlook 365 Using Outlook 15
J Outlook 365 html inline images Using Outlook 0
Rupert Dragwater How to get Outlook 365 to open from websites Using Outlook 5
HarvMan Outlook 365 - Rule to Move an Incoming Message to Another Folder Using Outlook 4
TomHuckstep Remove Send/Receive All Folders (IMAP/POP) button from Outlook 365 Ribbon Using Outlook 2
A Outlook 365 Outlook (part of 365) now working offline - argh Using Outlook 5
G LinkedIn tab missing in Outlook 365 (but working in OWA) Using Outlook 0
P now on office 365 but getting error messages about missing Outlook 2013 cache folders Using Outlook 2
L Synch Outlook 365 calendar with iPhone Using Outlook 0
D Outlook 365 Custom forms field limit? Outlook VBA and Custom Forms 4
J Outlook 2016 Trying to get Outlook 2016 to work with Office 365 Using Outlook 0
L Duplicate calendar entries in Outlook 365 Using Outlook 3
G Stop Outlook 365 adding meetings to calendar Using Outlook 1
HarvMan Using Emojis in Outlook 365 Using Outlook 3
T Outlook 2019 Not Using Auto Compete After Deletion of 365 Using Outlook 1
CWM330 Is it me, or is Outlook 365 BUGGY? Using Outlook 3
K Outlook 365 After migrating to Outlook 365, some contacts display in emails with prefixes Using Outlook 0
HarvMan Outlook 365 loses "outlook.com" exchange server settings Using Outlook 1
D Office 365 Outlook desktop app prompts for all account passwords on startup Using Outlook 11
L Recommendations for Utility to Backup Outlook 365 Account Settings Using Outlook 2
Z New minimum Outlook for Windows version requirements for Microsoft 365/Exchange Online Using Outlook.com accounts in Outlook 27
kburrows Outlook 365 - Ribbon Customizations Disappear Using Outlook 0
C Why does Outlook (desktop) 365 for Windows keep making me input my passwords? Using Outlook 12
J Outlook 365 Outlook 2016/365 Contacts Lose Info when Favorited to the To-Do Bar Using Outlook 2
O Outlook 365 - Gmail and Outlook: how to force Outlook to start up in Gmail? Using Outlook 2
M Outlook 365 refuses to send email Using Outlook 0
P How can I stop Outlook 365 duplicating the posts? Using Outlook 1
HarvMan Toggle between calendar and email in Outlook 365 Using Outlook 12
S Mac Outlook 365 Questions Using Outlook 1
R Outlook 365 update sets delete from server flag Using Outlook 1
O Outlook 365 - How to create / copy a new contact from an existing one? Using Outlook 5
F Excel VBA to move mails for outlook 365 on secondary mail account Outlook VBA and Custom Forms 1
F Outlook 365 is "Possessed" Using Outlook 2
K Outlook Office 365 VBA download attachment Outlook VBA and Custom Forms 2
AmonRa Outlook 365 calendar - too much white space Using Outlook 0
G Outlook 365 with iCloud account not syncing calendars Using Outlook 2
L Ideas for Setup with New Office 365 Family Subscription (Outlook) Using Outlook.com accounts in Outlook 3
D Connecting Gmail to Outlook 365 - My Setup not working Using Outlook 2
Z Outlook 365 delete reminder you can’t make change to contents of this-read only folder Using Outlook 4
D Outlook 2016 how to use gmail account as source account for outlook 365 Using Outlook 9
M outlook 365 trying to finish my sentences Using Outlook 2
C Not sync folders not found after MS Outlook 365 update Using Outlook 1
D Outlook 2007 on 365 Using Outlook.com accounts in Outlook 2
Terry Sullivan Sender's Name Doesn't Appear in the From Field on Outlook 365/IMAP Using Outlook 2
A Backup Email Accounts On OutLook For Mac 2016 (Microsoft 365 subscription version) Using Outlook 0
X Using Outlook 2013 and Outlook 365 Using Outlook 1

Similar threads

Back
Top