macOS Catalina failing https

Sean Baildon sean at
Thu Feb 27 17:46:32 CET 2020


Recently purchased and upgraded a new MBP to Catalina.

Requests to https enabled sites over the VPN no longer work, even
using my old configuration. Requests to insecure sites—ex.—work just fine.

My iOS devices work as expected. I've tried using the iOS
configurations on the laptop, but it's the same behaviour; hanging.

I'm using the Mac App Store version of wireguard on a vanilla install
of macOS Catalina. Are there any known issues? Happy to provide any
useful debug


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