Connections to host Automatically added for iOS & OS X Mail on the default ports failed.

Hi Josh_Ber,

We appreciate you reaching out to us. We understand that you are getting an error message on Mail.

We’d like to gather additional details that may help us be in a better position to assist you.

Are you experiencing the issue when sending messages, receiving messages, or both?

Have you had the chance to restart your device?

We recommend that you try the steps in the article below.

Troubleshoot email problems in Mail on Mac

Also, we recommend that you check if the issue persists when signed in on a different user account. 

The article below can help if you do not have any other user account to test with.

Set up users, guests, and groups on Mac

If you are experiencing the issue when signed in on a different user account, we recommend that you check if the issue persists while on safe mode. 

Below is an article to help guide you through the process.

How to use safe mode on your Mac

1. Turn on or restart your Mac, then immediately press and hold the Shift key as your Mac starts up.

2. Release the key when you see the login window, then log in to your Mac. 

3. You might be asked to log in again. On either the first or second login window, you should see ”Safe Boot” in the upper-right corner of the window.

Take care!