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Anyone else seeing Web Filtering Issues on MacOS Ventura and Endpoint 10.4.7?

So we haven't dealr with Macs much in the past... however due to some recent developments, we've had to start dealing with them.  I've deployed MDR / Intercept X endpoint to two brand new, out of the box MacOS devices (one a macbook, one a mac mini) and on both I see issues with Sophos Endpoint not performing basic web filtering correctly.  One of the devices is running Ventura 13.0, the other 13.3.1 .  The deal is, in Safari and Chrome, web filtering works correctly (testing with sophostest.com) as long as the URL is not https:// --- enable TLS/SSL for the test URL and it fails to filter anything at all.

Started a support case on it, no progress so far (asked me to enabled / disable TLS decryption in the policy, etc.).  Just seems to be broken.  Endpoint reports everything is fine (extensions, etc. all enabled, the filters are present in the network config and enabled, etc.).  Anyone else seen this?  For the Sophos folks, the case ID is 06415915.



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  • I've installed nothing in Chrome, etc. -- this are new computers, the only thing installed other than the OS they shipped with, are Apple Updates, chrome, and Sophos Endpoint.  I don't believe there are any "managed user profiles" in chrome, these systems at this point are not managed by any sort of management platform.  Also, Safari has the same issue.  TLS/SSL sites are not blocked.

    CTO, Convergent Information Security Solutions, LLC

    https://www.convergesecurity.com

    Sophos Platinum Partner

    --------------------------------------

    Advice given as posted on this forum does not construe a support relationship or other relationship with Convergent Information Security Solutions, LLC or its subsidiaries.  Use the advice given at your own risk.

  • So support finally got around to looking at this (the other folks I emailed back and forth didn't understand the issue) ... anyhow, the deal is that the filtering is actually working, but because of issues with Sophos on MAC, TLS/SSL filtering does not display a blocked page like a blocked http request does, Sophos just breaks the TLS link on the offending site.  So it works, but it is a bit crude.  the tech said they were working on an update at some point to clean this up.

    CTO, Convergent Information Security Solutions, LLC

    https://www.convergesecurity.com

    Sophos Platinum Partner

    --------------------------------------

    Advice given as posted on this forum does not construe a support relationship or other relationship with Convergent Information Security Solutions, LLC or its subsidiaries.  Use the advice given at your own risk.