We are seeing the exact same problem with a handful of clients. Path: /Applications/Skype for Business.app/Contents/MacOS/Skype for Business Let me know if the complete crash report is needed. I'm not running any VPN nor there is any other communication problem while accessing any other site on port 443. From what I can see on the detailed crash report the problem is related to an Secure HTTP (HTTPS) issue since that thread is the one crashing. Today the latest version of SFB, 16.15.166, started crashing upon starting up.
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