I’m not asking about the worst job. I’m asking about the grimmest one. For me it was when in my teenage years I was making candles you would put on a grave. Most of the time is was just filling the form, burn the right shape and passing it forward. But sometimes I had to fill in for a person who was selling these things, and that is where it gets grim. It was decades ago but I still remember one lady who asked what would be the best candle to memorialize her late husband. And she gave me the whole life story of her and her husband. I shit you not, it was the most touching love story I have ever heard. I quit the next day.
I worked for an industrial auction company where I had to cold call plants that were being closed down or going bankrupt. These guys received dozens of calls a day from people like us while they were dealing with losing their jobs. Trying to buy all the equipment and profit on their ill fortune.
The goal was to be the first to call them before any of the other places. So once I had to break the news to the plant manager they were getting shut down. Sometimes the information was bad and nothing was happening to their plant but they still got tons of calls from vultures looking to pick their bones. It was a shameful job and all for just $32k a year. The owner had 2 rolls Royce phantoms and a private jet.