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I know Apple and Microsoft don't play well together, but I should be able set up an Outlook.com email address in Mac Mail. I can get it to work intermittently, but encounter problems sending. It's set up as a POP account (incoming: pop3.live.com) (outgoing: smtp.live.com), using SSL, Port 995, PW authentication, and no TLS Certificate. Better ideas?

Thomas K
2013-07-19 12:54:01
Susendeep and Jan,You were both on the right track it seems. Changing the outbound port to 587 appears (for now) to have done the trick. Thank you both!
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Jan F
2013-07-19 09:19:35
The following are the settings stated by MicrosoftServer address: smtp.live.comPort: 25 (or 587)TLS or SSL Secure Encrypted Connection: YesAuthentication: YesUser name: Your email addressPassword: Your passwordfrom http://windows.microsoft.com/en-us/windows/outlook/send-receive-from-appMake sure the user name is the primary email-address of Outlook.com, not an alias! If you use for example yourname@gmail.com to sign into Outlook.com this may be set as your primary email-address.Try manually specifying either one of the ports and also try a different authentication method like NTLM or Kerberos.
Susendeep D
2013-07-19 07:16:59
It seems to me that you had tried many steps to configure Outlook.com mail on Mac Mail.You could try changing the port number to 25 for outgoing server.
Sassah122 S
2013-07-19 03:49:11
You can set your outlook account to auto forward mail to your apple ID. I use gMail and it works for me. I don't know the exact steps for Outlook. Just google it.