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.
Not super grim, but I worked in a hot warehouse unpacking cheap clothing from China, repacking it and watching the owners turn around and sell it on Groupon for a huge profit. Sometimes their family members would stop by in brand new Mercedes, BMW and other high-end luxury cars.
The others and myself were all promised better jobs like product photographer, website designer, etc. I only lasted there one week.