The organization has externalized all the responsibility for the next breach to you, the individual contributor who is breaking security protocol to get work do

The organization has externalized all the responsibility for the next breach to you, the individual contributor who is breaking security protocol to get work done. When we little employees roll our eyes and say "this doesn't make sense," we're telling ourselves a comforting lie because the situation you describe DOES make sense- from the organizational perspective. Management did everything their rules allow to make the computing environment safe, but you, the individual, hacked an unsafe circumvention into the workflow by finagling some personal website and using SCP. I bet none of that process is documented- and if it is, whoever made that documentation is now the responsible party and fall guy.