None of those hypotheticals apply in a company where "123456" was allowed as a password to begin with.
And if even if they did, which of these two is easier?
1. Typing your 16 char password with the current moon phase once an hour, and remembering the new one every time a comet passes
2. Pressing your password manager keyboard shortcut (or tapping your yubikey) once an hour, the exact same action that never changes for the rest of your life