Why can’t I send an email using Apple Mail?

Symptom

When you try to send an email message, you may see a message that mail couldn’t be delivered because the connection to the server on port 25 timed out.

Or.

Mail: Can’t send messages, “Cannot send message using the server smtp.xxxxx.com” alert appears.

Resolution

There are a number of possible reasons why your email could have failed to have been sent. We recommend following the steps below to troubleshoot and resolve your sending error.

Check your Outgoing (SMTP) sending settings are correct for your Ecenica mailbox

1. From the Apple Mail toolbar click Mail > Preferences > Accounts.
2. Select your Ecenica mailbox.
3. Select the Outgoing Mail Server (SMTP) drop-down list and click Edit SMTP Server List….
4. Check Server Name is set to mail.example.com replacing ‘example.com’ with your domain
5. Click the Advanced tab and check the following settings are set:
   Automatically detect and maintain account settings: Unchecked
   Port: 465
   Use SSL: Checked
   Authentication: Password
   User Name: Your Ecenica email address
   Password: Your Ecenica mailbox password
6. Click OK to save any changes.
7. Close Apple Mail Preferences window.

Further Information

Apple Mail Support