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Comment on What can we learn from the matrix.org compromise?

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Why is it considered safer to expose a VPN to the internet than SSH? Is it just that there is one exposed service for the organisation rather than one per machine?

SSH tunneling is handy but if you want to push anything else over it, its a pain for the "layperson". You're not going to have a great time supporting people with it. I've done it, it sucks. Scripts and special SSH config files are the pits. VPNs are way easier, they can support multiple access levels and roles, are often not blocked by other people's packet filters and firewalls and the good ones can even validate that a host is in "compliance" before they're allowed onto the network.

You can expose one SSH box per organization (a “bastion”) and deploy SSH configs to clients that make it look like you have direct access to the hosts behind it.

That'd probably be a solid question that the people implementing WireGuard in Linux kernel/supporting that can cover.

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