For The Flip, I need to write both an employee handbook and a volunteer handbook. I need your stories of That One Guy.

My theory is that an awful lot of those manuals exist because of incidents where somebody did something stupid but not covered, so the boss rolled their eyes and said, "Ok, Terry, I'll write it down for next time."

So please give me your best dumbass-colleague stories. Think of them as handbook test cases. I'll open source the results!

@williampietri

This one involved supervising contractors who sold subscriptions. There was a substantial incentive to reach a monthly target, such that some people would just pay for subscriptions for random people out of their own pocket to make the target. These subscriptions were delivered to people’s homes and auto-renewed, much to the dismay of customer service.

Takeaway: design incentives very carefully.