Your connection isn't private

For mac's running older versions (pre 11), a specific root certificate expired on September 30, 2021. I've searched board after board and here was the only thing that fixed it:

Thanks to Qchrontech on LetsEncript board:

https://community.letsencrypt.org/t/connection-errors-on-apple-devices/161107/27

I can Confirm a fix that worked on both a 10.9.5 & 10.11.6 Mac OS users. Simply set the DST Root CA X3 to "Always Trust" on several Mac's I manage in an office and home's this fix work for 4 websites that previously had issues with this CERT ERR.

Directions for fix:

1. Open ~/Applications/Utilities/Keychain Access.app
2. From View menu select "Show Expired Certificates"
3. On the Left Sidebar pick System Root
4. In search bar top-right type DST
5. Double-click "DST Root CA X3"
6. In pop-up, turn down "Trust" arrow and set "When using this certificate" to "Always Trust"
7. Close the pop-up and put in an Administrator user/password info.
8. Close all open Browsers & Keychain you should be good to go after that.

I tried to the my.af.mil site and couldn't open it either. I got a "server not responding" error message. What are some other sites your having problems with

Please read the following user tip and restate your question/problem in detail: 

Writing an Effective Apple Support Communities Question - Apple Community

Then download and run Etrecheck. Etrecheck is a diagnostic tool that was developed by one of the most respected users here in the ASC and recommended by Apple Support  to provide a snapshot of the system and help identify the more obvious culprits that can adversely affect a Mac's performance.

IMPORTANT:

Before running Etrecheck assign Full Disk Access to Etrecheck in the Etrecheck's Privacy preference pane so that it can get additional information from the Console and log files for the report:

Also click and read the About info to further permit full disk access.

Copy the report

and use the Additional Text button to include the report in your reply.

Then we can examine the report and see if we can determine what might be causing the problem.

What happens when you use Safari after restarting in Safe Mode?

Safe Mode Reset

On MacBook Pro using Safari and Google Chrome I recently started to receive the message "Your connection isn't private" on websites I visit often. On other devices I'm able to access those websites without a problem.

I'm having the same problem ( on my MBA early 2015 running MacOS 12.0.1. Restarting in Safe Mode fixes the problem, is there a more permanent solution?

Setting "DST Root CA X3" to always trust did not work.

this worked for me but I haven't tried updating my software yet still on el Capitan.

had ssl errors your connection is not private errors on chrome mac but this fixed it for me.

[Link Edited by Moderator]

Welcome to the Apple Support Communities.

What year is your Mac and what version of macOS are you using?

Jack

I am having the same problem. Not sure where to go to fix or find out what the problem is.

same reply!

Thanks!!!!

After your Safe Mode boot did the problem return? If not then it's the permanent solution.

Thank you! It worked!

Apologies, I did not realize that Safe Mode itself would be a solution.

It's a good "first responder" fix attempt for many different problems.