My main problem with passwords is the limits that sites put on what I can set for a password.
I could not tell you how many times I reset my password using my password manager, then immediately log out, and log in using the credentials I just saved into my password manager, and they don't work, because the site is truncating the password to 15/20/whatever characters.
The number of times this limitation is not clearly stated, checked for, or even acknowledged by the site is too damn high.
I've made it a habit of testing a login after every password set/reset to ensure I don't have trouble with it in the future.
My password manager generates 32 character passwords composed of random alphanumeric characters by default. I usually don't modify it unless I hit a restriction, or its a site I'm particularly concerned about getting penetrated (in which case I increase the number of characters).
I don't mind sharing that because bluntly: anyone reading this, good luck figuring it out. The permutations is something along the lines of (26*2+10+(special characters))^32... Which is 3.5239... * 10^60... Otherwise known as 3.5 novemdecillion.
PlayStation Network has a limit of around 30 characters but they let you pick something longer. They even send you an email confirming that your password has been updated. But if you try to login with your new password it won't work.
I'll probably forget this within the next time I have to change it. I will then AGAIN try with 128 characters and then 125, 120, 115... while yelling at the emails they send me.
You're absolutely right. I've got a talent for procrastination though. I tried giving myself an excuse while formulating this answer, but I realised that just fixing it would be quicker. Hahaha. Thank you