“The reason this never caused a problem before was pure luck.”
An interesting 14-minute video about a bug in Grand Theft Auto: San Andreas:

San Andreas was released in 2004, but the game started breaking only after Windows got updated… in 2024. Turns out the bug was sort of a ticking time bomb just waiting for the right set of conditions. We covered one similar bug before, in Half-Life 2 – but this investigation goes deeper, and shines a light on the difficulty of making Windows, whose backwards compatibility comes at a price.