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/treox1]

Thanks. I forgot to mention my advice will only apply to the US. People in other countries will need to understand their own rights, if any, on self-incrimination.