Today, I wanted to download my financial accounts into Quicken. I entered my password to login to my Macbook. (My Macbook disk is encrypted, so all passwords after this point are silly.)

• I booted my Windows VM. That Windows has a password, but Windows is willing to remember it.
• I launched Quicken and it demanded a Quicken account password, ‘for you security.’
• I launched my password wallet and it demanded a password.
• I clicked the button in Quicken to download data, and it demanded the password for my password wallet.

This is not security. This is idiocy.