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.


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


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 replacing ‘’ 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