I don't know if people feel this way, but I think by nature that when you start off as a young pop singer, they assume that you're a bit pampered, prissy, and precious, or that you live in a bubble and not in the real world. For me that's not the case.
Deciding on when to kick is crucial and depends on how the race is unfolding.
My mother thought Hollywood was a den of iniquity, and people came to terrible bad ends there.