Jake the Snake saying that he knows a joke he shouldn't tell, the entire audience being like "don't tell it," and he told it anyway and lost the whole audience who was with him up to that point. It was the racist/xenophobic one about dropping silverware down the stairs to name your kids. There were a few Chinese people in the audience.
I don't have any bosses, but as a consultant, I use it a lot. Still gotta charge for the years of experience it takes to understand the output and tweak things, not the hours it takes to do the work.