Taylor Swift has been singing professionally since she was a teenager, so she never needed to work as a waitress to make money. Which turns out is a good thing.
I know that because Capital One hired her-er-er to do a commercial for their Savor Card. They decided to have her go undercover as a waitress and bartender. What did we learn? She sucks as someone who would work in the service industry. And reconfirms that she cannot do humor. Why do people think she can? She needs to stick to singing catchy songs about ex-boyfriends.