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http://www.kb.lesolson.com/InstantKB2016/KnowledgebaseArticle50515.aspx
If your device or application supports SSL, connect to smtp.gmail.com on port 465 or 587. To connect with SSL, you need to provide a Google username and password for authentication. Ensure that the username you use has cleared the CAPTCHA word verification test that appears when the user first logs in.
https://support.google.com/mail/forum/AAAAK7un8RU1qaB3IImJyk/?hl=en
Gmail always wants a secure connection to its own SMTP server - SSL or TLS. You were using port 25, which in general cannot be set to use either of those security settings. So you (or your email client) either changed the security setting or changed the port setting.
https://support.google.com/mail/forum/AAAAK7un8RUh-Nh_D5N2tU/?hl=en
Outgoing Mail (SMTP) Server - Requires TLS or SSL smtp.gmail.com Port: 465 or 587 Requires SSL: Yes Requires authentication: Yes Use same settings as incoming mail server NB If your client does not support SMTP authentication, you won't be able to send mail through your client using your Gmail address.
https://productforums.google.com/forum/#!topic/gmail/AWKGVG4uoY4
I checked the Gmail SMTP server by using telnet and found that the smtp.gmail.com port 365 did not respond but port 587 did. does it mean that Gmail SMTP server now only support port 587, not support …
https://answers.microsoft.com/en-us/outlook_com/forum/oemail-osend/error-your-outgoing-smtp-server-does-not-support/196d2238-5a5e-4630-a1e5-b775db4f98ff
Apr 03, 2013 · Original title: Error: Your Outgoing (SMTP) server does not support SSL - connecting via Outlook 2003 to smtp.live.com SSL Port 587 . Up until ~2 weeks ago both my mother in-law and father in-law were able to connect and send mail from OL2003 using their respective msn and live accounts. They were using smtp.live.com port 25 SSL.
https://www.recoveroutlookemails.com/outlook-error-0x800ccc7d.html
Yes, it can be a big trouble if you are sending an email using Outlook outgoing (SMTP) server details which has authenticated with SSL (Secure Sockets Layer) but do not have authority to work with it.
https://www.lifewire.com/what-are-the-gmail-smtp-settings-1170854
Dec 19, 2019 · To synchronize your Gmail account with an outside email client, such as Outlook, give the server instructions for how to send your Gmail emails in the form of Simple Mail Transfer Protocol (SMTP) server settings.The settings are the same for any email provider you use with Gmail.
https://support.google.com/a/answer/2520500?hl=en
Transport Layer Security (TLS) is a security protocol that encrypts email to protect its privacy. TLS is the successor to Secure Sockets Layer (SSL). Gmail uses TLS by default, but when a secure connection isn't available (both sender and recipient need to use TLS to create a secure connection), Gmail will deliver messages over non-secure connections.
https://social.technet.microsoft.com/Forums/office/en-US/3836850c-6ed9-4720-80e5-8c8f9a9036a5/outlook-2013-ssl-smtp-error-your-server-does-not-support-the-connection-encryption-type-you-have
Jul 23, 2018 · After ESET uninstall and reboot Outlook failed with the same result on WIN-VM - "Your server does not support the connection encryption type you have specified", however after two more tests to see how it looks in Wireshark - it somehow fixed and tests are now fine.
https://dotnetcoretutorials.com/2018/03/18/common-errors-sending-email-mailkit/
Usually when you have SMTP running on port 25, there is no SSL and no TLS. So set your email client accordingly. Port 465 465 is usually used for SMTP over SSL, so you will need to have settings that reflect that. However it does not use TLS. Port 587 587 is usually used for SMTP when using TLS. TLS is not the same as SSL.
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