To be fair, I'm not familiar enough with Tailscale to claim that it does any of these things. I know that parts of it aren't OSS, but can be replaced with a 3rd

To be fair, I'm not familiar enough with Tailscale to claim that it does any of these things. I know that parts of it aren't OSS, but can be replaced with a 3rd-party alternative that is. Even so, software being open source doesn't make it inherently trustworthy. I would have to look into it, or trust that the community has done due diligence. My default stance towards all software is to not trust it, which can change as I get familiar with the project. And then there's the complexity. I prefer using simpler tools if they accomplish what I need. It's less surface area for me to trust, and less chances for bugs. Not that Wireguard is necessarily simple, but since Tailscale is a wrapper around it with additional features, none of which I need, I'm perfectly fine using WG directly.