Madonna.
When she was attending U of Michigan a friend later said in an interview she was saving every penny to go to New York and was very serious about trying to start a career.
She worked at the hamburger & shakes lunch place I used to go for many of my lunch hours from work and this means she waited on me at the counter. I vaguely remember her (had straight brown hair).
Yeah, she was a rags to riches story, but with that picture, she went back to rags, and probably spent $500,000 doing it.