@tptacek and @idlewords can you share how you are teaching these non-tech people how to use a password manager?
In my experience it's far from intuitive even if you're using 1Password. Just the first step of explaining how to create a master password that is strong enough to protect all the other secrets is a challenge. I try and describe the diceware process because it will yield a better result than what the user will come up with.
Anything you can share would be appreciated.