#12: Patrick Dempsey
When it comes to celebrities having their first jobs, it shouldn’t come as too much of a surprise that some of them found jobs in creative fields. Sure, there are still many celebrities who had to make ends meet whilst working in cafes and factories, but some managed to find creative means.

Well, none other than McDreamy himself dropped out of school at 15 and tried to join the circus. He worked as a juggler for several years, but as fate would have it, he wouldn’t become a juggler. However, he was named People magazine’s ‘Sexiest Man Alive’ for the year 2023, so we have a feeling he’s probably okay with the whole juggling thing.