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Mail saying "cannot send messages using the server xyz..."

I've been searching for a solution to this problem and have tried a few things, but can't figure out what the problem is.

I'm getting the message above on my Macbook Pro (running OS X 10.8.2) but my iMac is sending messages without a problem. So I tried to match up all the required info including passwords and laptop still won't let me send. What is going on?

If you're kind enough to post a response, please use layman's terms as I'm not that savvy in the technical aspects of computers!

Thank you!

MacBook Pro, OS X Mountain Lion (10.8.2)

Posted on Mar 11, 2013 6:32 AM

Reply
8 replies

Mar 11, 2013 11:33 AM in response to nicoleg816

Possibly a Port issue, Aurhentication, or a hard to find typo?


The Password rejection can confuse people since it's a catch all meaning...


This Password, Username, Authentication method... is not recognized on this Port to this Server.


So since WebMail works it's not Name or Password, but one of the other ones.


The receiving email ports are:


IMAP is port 143

IMAP-SSL is port 993

POP is port 110

POP-SSL is port 995

Outgoing ports are...

SMTP and SMTP-SSL is on ports 25, 587 and 465. Port 587 has to be SSL, and port 465 is enforced TLS-wrapped and is generally used by Outlook users.


  1. Open Apple Mail.
  2. Click Mail then Preferences.
  3. Go to the Accounts tab and click the plus ➕ button underneath the Accounts field to add a new account.
  4. Select POP3 in Account Type.
  5. Enter your Optimum Online® e-mail address in the Email Address field.
  6. In the Full Name field, type your name how you'd like it to appear when people get e-mail from you (for example: John Smith).
  7. Enter your e-mail server name (see below for instructions) in the Incoming Mail Server field.
  8. Enter your Optimum ID in the User Name field. (Your Optimum ID is the part of your e-mail address to the left of the "@" sign, for example: jsmith.)
  9. Enter your password in the Password field.
  10. Enter your e-mail server name (see below for instructions) in the Outgoing Mail Server (SMTP) field.
  11. Click OK




What is my e-mail server name?

If your email address uses @optonline.net

POP3 (Incoming)

Server: mail.optonline.net

Port: 110

SMTP (Outgoing)

Server: mail.optonline.net

Port: 587


If your email address uses @optimum.net

POP3 (Incoming)

Server: mail.optimum.net

Port: 110

SMTP (Outgoing)

Server: mail.optimum.net

Port: 587

Mar 11, 2013 9:55 PM in response to nicoleg816

No idea why Mail setting remind me of Windows & infinite steps to find what you need, but...


Try Mail>Preferences>Accounts icon>Account Information tab>Click on the Outgoing SMTP server drop down, choose edit Server list, highlight the old one & click Remove.


(Such convolution is worthy of Windows® in my estimation) 😟

Mail saying "cannot send messages using the server xyz..."

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