The hardest thing I remember having to do to install games was if they were DOS games and you have to manually assign all the hardware ports or whatever (I remember one for "IRQ?") for the game every time you ran it and if you fucked it up, it wouldn't have a picture or wouldn't have sound or they would be fucked up.

Not quite old enough to have actually had to type in the program after buying the game on a book. That would have been rad!