Long time ago, I would play Transport Tycoon (Deluxe?) all the time. I had this just about fully built map, I was forced to optimize everything because the game didn't allow any more railway stations or depots to be built.

One day, the news pops up that my company will go bankrupt if performance doesn't improve, I find myself in a balance of some number starting with -2.147... I couldn't find a way to the positives to save my company so I reloaded last save, I purchased the max amount of trains and carriages to sell when the apocalypse happens, I would build a significant amount of the map in railway that I could get refunded. No way I could achieve over 2 billion in one year.

Eventually I learn that the max value a 32 bit processor can have is 2,147,483,647, until it flips over to -2,147,483,647. I had become so successful that the hardware in my PC couldn't handle it! I take plenty of pride in this achievement. I actually beat an endless game.