Dongles, passwords, and registration, & "extra passwords" got my shorts in a bunch this week. While purchasing a 2nd copy of Flexi Pro, I spent at least 5 hours getting all the registration/passwords/fonts/settings, etc set-up.
As a sign-shop owner, I think I spend more stress on just getting this stuff to work. It's not easy. I've "cloned" and "backed-up" my servers and stations, but when you introduce new software or hardware, you're on a nicotine-based-stress-level-induced nightmare.
I wish one of these companies would make it easier (with the money we spend to buy their products) to make installation and back-up easier. Much easier.