Currently I am using a reverse proxy with a doman name and my server is internet facing. I have been thinking of getting rid of this. Now, the go-to method seems to be a VPN (or zerotier etc). However, at work, we have a restriction that outside VPN is only allowed to use when the connection to our local network is blocked (no split-tunneling). This is annoying, as realistically I would need to use both at the same time.
So, I started thinking well how about just a proxy and point my browser through it and that should solve it? Then I started looking into proxies and man, I feel like I am more confused now than I was when I started.
Most of the stuff I find on the internet are not about self-hosted proxies but instead some proxy-services in order to circumvent IP blocking etc. Which means that everywhere it is said that proxies are not encrypted and are less secure (or have essentially no security at all) than VPN. But as far as I understood, if I do ssh tunneling then everything will be encrypted just fine?
So what is the actual security difference between the two? I understand that proxies might not be available for all applications and that VPN is generally used for routing all connection and not just a single application. But I am more interested in the security aspect of all this.
TLDR; difference in security between encrypted ssh tunnel (proxy) and a VPN?
If you tunnel ssh over a tun device then there is no really difference except you obviously have to handle the routing yourself (as you noted). There are differences in the traffic signatures, but we’re not trying to traverse the Great Firewall are we? SSH also adds overhead. SSH channels are resilient and exceptionally managed within SSH but they are still there and adding encapsulation over whatever it is you’re trying to do.