Fixed: Outlook Encrypted Connection Is Not Available

Microsoft users often encounter situations where they are unable to configure email for office 365 users in MS Outlook. They face the error message that an encrypted connection to your mail server is unavailable.

It stops the users' ongoing functionality while they are working with the respective mail client. If you are also one of those who face such a situation, then you need to know how to get out of this situation. That's why I have come up with this article that will explain some effective methods to resolve an encrypted connection to your mail server error. Let's begin!

error message

Part 1: What Does Encryption Connection in Outlook Do?

Before discussing the effective solutions to fix the problem of an encrypted connection not being available on Outlook, you must know what an encrypted connection is and why an encrypted connection to your mail is not available.

So, let's have a look.

What is an Encryption Connection?

The act of protecting data during transfer between devices and servers via the Internet and other similar communication paths is known as encryption connection. It ensures that your data remains secure even if the signal is intercepted. For example, emails are encrypted and decrypted using the public key infrastructure (PKI). Each individual is given a public and private key in the form of a digital code.

What Will Happen If the Encrypted Connection to Your Mail Server Is Not Available?

It is critical to encrypt all emails, not just those containing sensitive information when encrypting them. If an encrypted connection is not available in outlook 2016, then the emails will not be secured. This will be a warning sign to a hacker. Hackers can easily read emails, and they can misuse your personal information. As a result, it makes your inbox even less secure.

But do you know why this situation occurs? Well, you generally get an error message saying that an encrypted connection is not available Outlook. What's more, this error occurs when one or more of the following conditions are met:

Condition1: The Office 365 tenant credentials, i.e., username and password, are incorrectly entered.

Condition 2: The problem with network connectivity stops Outlook from establishing a secure connection with the Office 365 servers.

Condition 3: The presence of issues in the Auto-discover feature stops Outlook from identifying an accurate set of information from the Exchange Online account.

Part 2: How to Fix Outlook Encrypted Connection Not Available?

Now, you are clear about what an encryption connection is and what happens when an encrypted connection to your server is unavailable. It's time to get aware of how to fix the problem of office 365 an encrypted connection is not available. I will show you five effective methods that would assist you in solving your problem surely. So, let's dive into methods!

#Method 1: Trying Auto-discover Again

When there is an issue with auto-discover, then the problem of an encrypted connection is not available in outlook 2016 office 365 happens. If you face such a situation, you need to try auto-discover again. To decide the method by which Outlook is attempting to retrieve Auto-discover information from Exchange, perform the following steps in Outlook:

Step 1: Launch Outlook.

Step 2: Hold down the CTRL key and right-click the Outlook icon in the notification area.

Then, select Test E-mail AutoConfiguration.

test email autoconfiguration

Step 3: Check that the e-mail address is entered correctly in the E-mail Address box.

Step 4: If you are not logged into a domain or are accessing a mailbox other than your own, enter your password.

Step 5: Clear the check boxes for Use Guessmart and Secure Guessmart Authentication.

clear checkboxes

Step 6: Click the Test button.

click test button

Step 7: Examine the information on the Log tab.

log tab

#Method 2: Ensure you can 'see' the Exchange server from your computer

The next method to solve the issue of office 365 an encrypted connection is not available is making sure that you can see the exchange server from your computer. The steps are here:

Step 1: Go to Microsoft Remote Connectivity Analyser. Then, perform a test.

Step 2: Visit

And, then navigate to the 'Exchange Server' tab.

Step 3: Select Outlook Autodiscover from the Microsoft Office Outlook Connectivity Tests.

This test will ensure that Outlook can see Exchange.

exchange server

#Method 3: Ensure you Don't have a 'Persistent' Proxy

Another best method is to avoid using any 'persistent' proxy servers, which are instances where you have a proxy server configured but then remove it. Although Internet Explorer and other browsers may connect to the Internet successfully, the "persistent" proxy may still be active in the background, causing services that traverse the OSI model to be incorrectly re-routed to the Internet.

To see if you have a "persistent" proxy, do the following:

Execute the following commands in CMD with administrative privileges:

netsh winhttp show proxy

command prompt

If it displays that you have a proxy server, follow the command to remove it:

netsh winhttp reset proxy

#Method 4: Restarting the Computer

If you can still not fix the problem of an encrypted connection not being available in outlook 2016 office 365 by applying the above three methods, then you must restart your PC. By doing so, your problem will be solved.

#Method 5: Update Outlook

An outdated app can sometimes be the reason behind the problem of an encrypted connection is not available in Office 365. Follow the steps below to update Outlook.

Step 1: Start Outlook. Then, go to the file.

file tab

Step 2: On the left panel of the screen, select the Office Account option.

office account

Step 3: Tap the dropdown arrow next to the Update options.

Step 4: Select the Update Now option.

update options

Microsoft will now search for any available updates. If it is discovered, Outlook will be automatically updated.

Bonus: What To Do If Outlook Emails Are Corrupt?

It's possible that the PST file is corrupted, which is why you are getting an error message saying that an encrypted connection to your mail server is not available. In such cases, all that is required is to repair the PST file. Fortunately, solutions such as Wondershare Repairit for Email can repair damaged PST files and recover data in a new PST file.

This tool can assist you in restoring your entire mailbox data, including contacts, emails, tasks, and more. What else? Verified data can be saved in PST or other formats. I have also used this tool many times when my outlook emails get corrupted or lost.

  • Repair damaged PST & OST Files in Outlook in all Email corruption scenarios, such as hard disk crashes & bad sectors, virus attacks & tojan horse, outlook corruption & malfunctions, improper shutdown procedure, etc.

  • Restore Outlook Emails deleted for a long time and extract the Email messages, folders, calendars, etc. within seconds.

  • Repair corrupted Emails and restore deleted Emails with a very high success rate.

  • Repair Emails in bathes without size limits and support to preview all of them before saving.

  • Compatible with Windows 7/8/8.1/10/11, Windows Server 2012/2016/2019, and MacOS X 10.11~ MacOS 12 (Monterey).

Repairit for Email will help you repair your PST/OST file, no matter how badly it was damaged in three simple steps.

Step 1: Add the corrupted PST file.

Step 2: Start the email repair process.

Step 3: Preview and save the repaired file.

Now, let's have a look at these steps that I have explained in detail further.

Download Wondershare Repairit for Email. Then, follow the steps below to learn how to use it to repair your corrupted PST file:

Step 1: Add corrupted PST files.

Open Wondershare Repairit for Email. Tap the "Select File" option to add the damaged PST files.

select emails

After selecting files from the desired location, click the "Repair" button. You can add a single email or a group of emails.

add email

Step 2: Repair the PST files that you've Uploaded.

In seconds, Repairit for Email will automatically restore your corrupt PST files.

start repair email

Step 3: Preview and Save the Corrected Emails.

Repairit allows you to preview the fixed Outlook mailbox data after the repair process is complete. Choose what you want to save, then click the "Save" button to save the repaired PST files to your computer.

preview repaired email


Now that you know how to fix the issue of an encrypted connection to your mail server is not available, there are several workarounds available. Use Wondershare Repairit for Email if a damaged PST file brings on the issue. This tool is the only one available on the market for fixing corrupt PST files.