This is a very easy one!! The worst job that I have ever had was being a bill collector. I have had that job TWICE!!! The first time I was collecting for HSBC, Wells Fargo and Walmart credit cards. The second time I was collecting on bad checks. Personally I don’t answer the phone on bill collectors when I don’t have the money to pay them. That’s exactly what people were doing to me. People had bad attitudes. And I started working as a bill collector when the economy tanked. *sighs* I hated hearing all these hard luck stories and it hurt me to ask people for hundreds of dollars in one lump sum. I was WAY too soft hearted for that job.