How to I set up Outlook 2011 for Mac properly?  Right now I cannot send out emails.  When sending out emails, I receive this error message: "Cannot send mail.  

The SMTP server does not recognize any of the authentication methods supported by Outlook.  Try Changing the SMTP authentication options in Account settings 

or contact your network administrator.

 

Account name: 'Comcast Mail'

 

Error code: -17092"

The SMTP server keeps giving me this error when trying to send e-mail from my college's Outlook.com account :

 

The message could not be sent because the server rejected the sender's email address. The sender's email address was XXXXXXXXXXXX@falconmail.daytonastate.edu'.

Subject 'test'
Server Error: 530
Server Response: 530 5.7.1 Client was not authenticated
Server: 'pod51009.outlook.com'
Windows Live Mail Error ID: 0x800CCC78
Protocol: SMTP
Port: 587
Secure(SSL): No

 

I looked up the proper settings directly from the outlook.com application and I have entered these manually in setting up the account in Live Mail

SMTP setting

Server name: pod51009.outlook.com
Port: 587
Encryption method: TLS

 

except for the encryption method which I cannot find where to enter this.

 

Any help would be greatly appreciated

I was trying to set up a password reset account for my website using your SMTP server and kept getting an authentication error.  After exhausting everything I could think of I changed my password to something much simpler and shorter and it started working. Here is the 25 character password I was trying to use:

(removed PII)

I'm not sure if there is a special character it didn't like or if it was the length but I could log into the account at hotmail.com just fine with it.

 

Can you tell me what the password restrictions are for SMTP authentication?