This article applies email accounts that don't use SSLs for Outlook.

When setting up your email account select "More Settings" > "Outgoing Server".

Make sure that: 


"My outgoing server (SMTP) requires authentication" is ticked

"Use same settings as my incoming mail server" is selected.


After the above options have been enabled goto "Advanced".

Change:

Incoming Server: "Use the following type of encrypted connection: None"

Outgoing server: "Use the following type of encrypted connection: None"


Please see below screenshots for further help.