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https://answers.microsoft.com/en-us/outlook_com/forum/oemail-osend/does-outlookcom-support-starttls-has-anyone-gotten/02d6e3d3-2a71-4513-855b-09ba2e1f80ce
Dec 05, 2013 · Does Outlook.com support STARTTLS? Has anyone gotten SSL/TLS POP3/SMTP to work? I'm still having trouble getting Outlook.com to use POP3/SMTP over SSL/TLS to send and receive email from another provider (Dreamhost.)
https://answers.microsoft.com/en-us/outlook_com/forum/all/does-outlookcom-support-starttls-has-anyone-gotten/02d6e3d3-2a71-4513-855b-09ba2e1f80ce
2) When setting up an another email account in Outlook.com, there is an option to let Outlook.com automatically configure the connection. Unfortunately, the user notification is binary (i.e it worked or it didn't.) Does anyone know if Outlook.com supports STARTTLS for POP3/SMTP connections -- and if so, how could I tell?
https://www.starttls-everywhere.org/results/?outlook.com
Does not support STARTTLS “STARTTLS” is the command an email server sends if it wants to encrypt communications (using Transport Layer Security or “TLS”) with another email server. If your server supports STARTTLS, that means any other server that supports STARTTLS can …
https://www2.cs.duke.edu/csl/security/smtp-auth/outlook
To configure Outlook to use SMTP AUTH/STARTTLS: Go to the Tools menu and choose accounts. Highlight your e-mail server name in the upper left hand pane of the window and click the properties button. Make sure the server is named mail.cs.duke.edu , or create a new account with...
https://www.cs.duke.edu/csl/security/smtp-auth/outlook
To configure Outlook to use SMTP AUTH/STARTTLS: Go to the Tools menu and choose accounts. Highlight your e-mail server name in the upper left hand pane of the window and click the properties button. Make sure the server is named mail.cs.duke.edu , or create a new account with...
https://support.office.com/en-ie/article/POP-IMAP-and-SMTP-settings-for-Outlook-com-d088b986-291d-42b8-9564-9c414e2aa040
POP, IMAP, and SMTP settings for Outlook.com. ... SMTP encryption method STARTTLS. Enable POP access in Outlook.com. If you want to use POP to access your email in Outlook.com, you'll first need to enable POP access. ... It sounds like it might be helpful to connect you to one of our Office support …
https://www.limilabs.com/blog/ssl-vs-tls-vs-starttls-stls
STARTTLS and STLS. STARTTLS is a protocol command, that is issued by an email client. It indicates, that the client wants to upgrade existing, insecure connection to a secure connection using SSL/TLS cryptographic protocol. STARTTLS command name is used by SMTP and IMAP protocols, whereas POP3 protocol uses STLS as the command name.
https://stackoverflow.com/questions/17281669/using-smtp-gmail-and-starttls
First of all, it looks like you're using the wrong port. Gmail exposes port 465 for SMTP over SSL and port 587 for SMTP with STARTTLS, as documented here.The difference between these two is that SMTP over SSL first establishes a secure SSL/TLS connection and conducts SMTP over that connection, and SMTP with STARTTLS starts with unencrypted SMTP and then switches to SSL/TLS.
https://www.ibm.com/support/knowledgecenter/en/SSKTMJ_9.0.1/admin/conf_securingsmtpsessionsusingthestarttlsextension_c.html
Securing SMTP sessions using the STARTTLS extension. ... If the receiving server did not advertise support for STARTTLS in response to the Domino server's EHLO command, the sending Domino server continues with an unencrypted SMTP TCP/IP session. ... If the SSL port does not support name-and-password authentication ...
https://support.tigertech.net/outlook-2007-ssl
SSL / TLS Encryption for Outlook 2007 This page is showing a generic answer. ... to solve the problem by deleting the email account completely in Outlook and creating a new one — but if that doesn't help, there isn't much you can do, unfortunately, short of reinstalling Outlook or Windows.
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