Okay, the cybersecurity negotiator ignorance is bad, the rest less so.
I have been a happy man ever since January 1, 1990, when I no longer had an email address. I'd used email since about 1975, and it seems to me that 15 years of email is plenty for one lifetime.
Email is a wonderful thing for people whose role in life is to be on top of things. But not for me; my role is to be on the bottom of things. What I do takes long hours of studying and uninterruptible concentration. I try to learn certain areas of computer science exhaustively; then I try to digest that knowledge into a form that is accessible to people who don't have time for such study.
- Donald Knuth
The role of Supreme Court Justice is also "to be on the bottom of things". It is possible to understand enough about email to make good judgements about it without using it on a daily basis. The justices have to make weekly about subjects which they have absolutely no interaction with in their normal day-to-day life. From technical to finance to agriculture, no one can possibly be an expert on all the issues they hear. It is their job to constantly learn enough about a subject to know what is important from a legal and constitutional point of view. If they are failing to do this, then that is a legitimate complaint. The fact that they weren't familiar with "common knowledge" technologies before encountering them in court, or haven't chosen to incorporate them into their life isn't.