It is a female singer from the 90s or early 2000s. I can't remember the lyrics but remember the music video. Throughout the video she is playing different characters or changing careers. Like one scene she is a lawyer and the next a cheerleader flirting with someone. The is either about her wanting to be everything or she can be anything. But throughout the video she kind of looks upset and lost within each character. It's a upbeat song too.

Are you talking about Britney Spears- When I grow up?

It is no one that is still famous. She only had that one hit song :(