A discussion of the Unix Year 2038 problem, where 32-bit signed timestamps overflow on January 19, 2038, alongside historical context comparing it to Y2K and examining how engineering trade-offs made sense given era constraints. The episode covers mitigation status across systems, similar overflow bugs in GPS/NTP/databases, and real-world failures like NASA's Deep Impact probe and Sony PS3 bricking, concluding with reflections on writing maintainable code.