I usually point people to specific steps of this DO guide https://www.digitalocean.com/community/tutorials/how-to-use-....

It gets even worse too because in some of my courses (like my Let's Encrypt course) I request people to securely transfer files to their DO server.

So now they have to set up WinSCP or a comparable tool, which has its own set of lengthly instructions.

And for comparison on MacOS, Linux or WSL it's just:

Create SSH key: ssh-keygen -t rsa (hit enter a couple of times)

SSH into a server: ssh user@host

SCP a file to a server: scp foo.conf user@host:/tmp