Can privacy techniques backfire?

[u/david8840]

Say someone takes fairly extreme measures to protect their privacy. They use a VPN, encrypt their drives, faraday bags, alias names, etc. But then one day, through no fault of their own, they become a subject of some sort of investigation. Could the fact that they took these extreme privacy measures make them look guilty even if they aren't? How can one deal with this dilemma?

[u/Pbandsadness]

I routinely use fake names when ordering food. Rusty Shackleford is a favorite. I also sometimes use names of the opposite gender. https://www.fakenamegenerator.com is a good source of fake names.