Back when windows 98 was a thing (targeting the same annoying roommate): 1) there was a way to limit the amount of RAM windows used. It was a setting. Set it t

Back when windows 98 was a thing (targeting the same annoying roommate): 1) there was a way to limit the amount of RAM windows used. It was a setting. Set it to 25% and watched him try to debug. Eventually he figured out that the game he was trying to play could show him how much memory he had. At 2am he was sniffing the RAM chips to see which one was burnt. 2) same a...friend. Wrote a small program that would delete, at random a file from system32 (this was at a time when windows had no clue how to protect system files). This would be scheduled to happen anywhere between 1 day and 2 weeks. When it first happened I "helped" him repair it by installing windows over/repairing. Pro was that it fixed the problem, con was that the fun mechanism was left in place. He had fun with this for around 6 months until at a point did a clean install. Nobody that knew him believed him when e started ranting about how unreliable win98 was.