He submitted his resignation. It got "lost in the system." He submitted it again. It got lost again. Two submissions, two mysterious disappearances into the administrative ether, and the net effect was three extra weeks of a job he had very clearly and formally tried to leave. Three weeks he did not want, tacked on by a system that just kept... misplacing the one document standing between him and the door.
He was smart about it, though. Screenshotted both submissions. Timestamps, proof, receipts. Because he could feel what was happening even if he couldn't prove intent — resignation letters don't vanish twice by accident.
Eventually he stopped playing along with the "oops, can you resubmit" loop and went straight to HR. Direct escalation, screenshots in hand.
The letter was found within the hour.
Within the hour. The same letter that had been hopelessly, repeatedly "lost" for weeks suddenly surfaced almost immediately once someone with authority was watching and the paper trail made stalling risky. Which tells you everything you need to know about how lost it ever actually was. It wasn't lost. It was parked. Quietly held to squeeze a few more weeks of work out of a guy who'd already said he was done.
The system works fine, it turns out. It just works fastest when it knows it's being watched.