I agree with this — I’ve “helped” a few friends transition their lives to password managers (basically just sat with them and kept suggesting sites they probably use that they might want to go change their password for — after they’ve done 5 or 6, they understand how to do it and are very likely to keep using it going forward).
I think this has to be highest benefit easy-ish thing you can do for someone to aid their computing lives in 2019 ...
Everything sites can do to help users undergo this transition would help them in the long run ...
The big password manager implementations need to do better as well — I don’t understand why iCloud Keychain doesn’t support generating random passwords that conform to the (horrific) password complexity checks you see out there in the world sometimes ... those sites are wrong to have such a broken feature but there are enough such broken sites out there that a clean workaround is needed on the password manager side ...
It would also be nice to have a solution for security questions built in — my solution is an OpenSSL command line for the random password generation and shared notes in which I record security questions and answers for sites. It’s better than actually providing real answers to security questions at least ... support for this functionality should really just be built into my password manager — the alternative likely thing is that a user will use actual answers to security questions for password reset all across the internet and this is not a thing the password managers should support their customers doing ...