Tip 1040: An encrypted connection to your mail server is not available

A couple of Outlook users complained this week that Outlook doesn't support the encryption methods their mail server does. They wanted to know how to make Outlook send secure email.

An encrypted connection to your mail server is not available. Click next to attempt using an unencrypted connection.

Easy: set the account up manually.

When you use autodiscover and let Outlook set up the account, it picks up the server information from the DNS records. If the records are missing or incomplete, Outlook falls back to an unencrypted connection.

In this example, I receive the message because the DNS records do not contain the secure server configuration. (I need to edit the account manually regardless because Outlook sets the account up as an IMAP, which is not supported by my account.)

Encrypted connection not found

When this happens you have two options: click Next and let Outlook complete the configuration then choose Configure the account manually and edit the account to enable SSL or TLS.

Manually configure the account

Or click Back and choose Manually configure server settings or additional server types and set up your account.

Choose Manually configure server setting in the Auto Account Dialog

After selecting the Manually configure option, click Next.

  1. Enter (or verify) the server names and login information
  2. Click the More Settings button
  3. Click on the Advanced tab to configure the encryption settings and correct port numbers
  4. Click the Outgoing Server tab
  5. Enable the correct POP and SMTP authentication method

Click More Settings then set the Port numbers and enable SSL

To enable encryption after the account is configured, open Account Settings (File menu in Outlook 2010/2013 or Tools in Outlook 2007/2003). Double click on the email account then click More Settings.

Published November 9, 2012. Last reviewed on November 9, 2012.

  • surethom

    No it is not easy because everything I try it will not add the account, but web office365 will work

  • D Poremsky

    What type of email account / who is the mail host? Do you use 2 step authentication with the account?