I've been playing this particular sim for a while ... she started as an acrobat, then became a movie star; now, because I'm a purist, she's mastering guitar before switching to the singer profession. She has level-10 charisma, 5-star celebrity, and level-10 guitar. At the moment I have her playing regularly at the bookstore for tips (trying to get to 25K for the guitar challenge).
Uploaded with
ImageShack.usI flubbed and didn't get a screen capture for the really large crowd, but this is what appears most of the time. Anytime between 9 AM and Midnight at the bookstore seems to be good for tips. The same has held true for my acrobat and an earlier singer I made. At the moment she's easily making 4K tips daily. Generally, the crowd will not leave, no matter how late. One night I kept her playing until 3 AM and rather than leave the townies dropped and slept onsite, then awoke and continued listening. It was hilarious to see half a dozen at a time lying down and sawing Z's.
Crying babies won't make the townies leave -- it's good to be popular
If this scene looks strange, it's in my fully customized version of Twinbrook.
Edit: Well, several sim days have passed and I've yet to have this sim transition from guitarist to singer -- she's now earning over 10K daily at the bookstore playing for tips and it's just too lucrative to pass up for now. The only drawback is her 5-star celebrity status occasionally causes her to stop to sign autographs, so I have to keep a close eye on things.