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I just spent couple of hours trying to figure out how to solve this issue, and the solution was quite simple. The problem with AnyConnect and cisco VPN is that it forces whole traffic to go through it, which includes local network (thus making other LAN hosts inaccessible). There seems to no to little config options in AnyConnect itself. Plus using USB seems ...


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Apple doesn’t really tell applications much about vpn since there are other ways to check if a resource on the internet is reachable, so most apps just check what they want to access is available or try to request something and then indicate waiting or failure. https://developer.apple.com/forums/thread/49581 It really depends how smart a programmer is if ...


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I've once set up an IPSec based VPN server using Openswan which allowed me to use the built-in IPSec support of both macOS and iOS very easily. Here's an installation guide that should meet your requirements.


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This feature is available from Private Internet Access. They call it their Desktop Application Split Tunneling Feature. It is a complex enough feature that I would not expect it to be supported by free software.


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May be related to known bug https://github.com/lionheart/openradar-mirror/issues/6082 and https://discussions.apple.com/thread/7453073


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(This solved my similar issue with Airdrop, not tested Sidecar yet.) I do not have VPN at router but on individual devices, so VPN broke my iCloud copy/paste and airdrop. It may be because they were not "sharing" the same wifi network anymore, as in, they had two different data tunnels, and the only solution I found was to deploy VPN at router or ...


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I was having the same issue whenever I connected my MacBook and iPhone via Mullvad VPN. I do not have VPN at router but on individual devices, so VPN broke my iCloud copy/paste and airdrop. It may be because they were not sharing same wifi network anymore, as in, they had two different data tunnels, and the only solution I found was to deploy VPN at router ...


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