Who rated this post

We are seeing that Check Point Endpoint Security VPN for macOS appears to suffer compatibility problems with Safari 18. We use Azure for authentication. Azure logs show successful authentications. However, the client stalls for about a minute then fails and displays, “Negotiation with site failed." This occurs in both the recommended version (E88.40) and the latest version (E88.60). The only workaround we have identified is to 1) Change the default browser from Safari to Chrome or Edge; and 2) use version E88.60. We have found that E88.40 ignores the default browser setting and opens Safari anyways. It is not clear what Apple changed in Safari 18. We have tested toggling different privacy settings to no avail. We have replicated the problem and the fix on more than one Mac and on more than one version of macOS (Sonoma 14.7 and Sequoia 15.0). Consequently, we implemented a 90-day deferral on all software updates via MDM until Check Point fixes its broken client.