That said, the random part of randomly generating a password is an issue, but combining that with something you have is reasonably secure.
PS: Some places require a 20+ character password and will fire you on the spot if it's ever written down or stored on a device of any kind. 99% of the time it's overkill but real security is rarely convenient.
We also found a large percentage of our fancy two person authentication safes had both combinations written somewhere on the signout sheet.
You can't make peoples' lives too difficult with security directives. They'll start to ignore you no matter how much you threaten them.
One example of security. Someone (A) giving a breafing has someone (B) grabs at it so they can read the document. At which point (A) pulls his sidearm and threatens (B). Later (A) is given an intense debriefing to verify that he was willing to shoot (B) and simply wanted to clarify the situation vs being unwilling to shoot (B). (B) was later told he was lucky not to have been shot.
Based on what? I've seen absolutely no evidence that good password managers (1Passoword and its ilk) are insecure.