Counterpoint: Bill Gates' appearance in the Simpsons clearly depicts him as a nefarious bully. I think the Windows XP and the Gates Foundation actually resuscitated his image a bit. Windows was a bit hit or miss. Blue Screen of Death plagued Windows 98, Windows ME was a joke, even early XP wasn't great. (I personally wasn't a fan of XP when it came out, switching instead to Windows NT before moving over to Linux c. 2004.)

Bill Gates the ruthless business-nerd was definitely a stereotype 30 years ago, though to your point I don't remember anyone talking about them revoking licenses for purchased software.