if I had a lot more time I think I might write a book on my ideas about "adversarial automation".
The idea that the point of computers is to help the humans do their job faster and easier, and sometimes the computer or the software on it is the enemy in that battle.
@foone True story: the original way that signing Windows binaries for Firefox was automated was an AutoIt script because (IIRC) signcode had no way to enter the passphrase than a modal pop up at the time.