[voidUpdate]

With SSH Keys, do you have to just carry around your private key everywhere on a usb or something if you want to connect from multiple locations? Sometimes I find myself somewhere I've never been and I want to connect to my server. With a password that's easy, I just type it in, but I can't exactly create a new private key to access the server when I don't have access to the server in the first place

[SSLy]

Some password managers expose SSH agent socket, so you can do that instead of fumbling with files.

[fragmede]

password managers can store ssh private keys, though there's still the problem of you've been mugged, have no cellphone wallet or keys, and need to break back into your life.