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Every time connecting to the secure wireless, Macs are getting a prompt to verify the certificate:

Verify Certificate

Authenticating to network "Network-Name"

Before authenticating to server "ServerName", you should examine the server's certificate to ensure that it is appropriate for this network.

To view the certificate click 'Show Certificate'.

Screenshot below; some names redacted.

This is happening on multiple Macs, every time they reconnect to the wireless. I thought it was a cert trust issue, but selecting "Always trust" does not have any effect. Also the cert is signed by DigiCert.

This seems to be a problem on OS 10.11, but I haven't confirmed that previous OSes are able to actually trust the cert. Other OSes are not having this problem.

How can I permanently trust this cert so it remembers it next time I connect? What could be causing this?

More info from Network Preferences:

  • 802.1X: Default
  • Authenticated via EAP-PEAP (MSCHAPv2)
  • WPA2 Enterprise
  • Network is remembered to automatically join

Mac Verify Certificate prompt

  • After further investigation, it looks like the intermediate cert is not installed, so it's not trusted for some reason. – Yanzzee Feb 19 '16 at 4:46
  • @ Yanzzee what did you do to fix this issue? – Dennis Haarbrink Mar 24 '17 at 6:58
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    It's been a while since I've looked at this, but as far as I know we had to install the Digicert intermediate cert into the freeradius server for clients to trust it. – Yanzzee Mar 27 '17 at 18:21
  • It does seem that macOS High Sierra has solved this issue, about macOS forgetting that you've trusted certificates. – Tim Visee Dec 6 '17 at 14:19
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I had this issue with a user at my work and I was able to resolve the issue by removing the Macbook from our domain, deleting the certificate, and then rejoining the Macbook to the domain. After I did that it just asked to verify the cert once and then it was good.

| improve this answer | |
  • On High Sierra (10.13.6), removing the certificate and reconnecting did the trick. – ivan-k Aug 20 '18 at 16:10

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