Fashion reporters have estimated the yearly grosses for Jessica Simpson's namesake Collection, with its populist hats and jeggings, at anywhere from $750 million to a staggering $1 billion. Simpson is making slightly less, but the money's still good: according to Forbes, she scored about $15 million in a licensing deal that gave the Camuto Group the right to market her name.
Potential payday: $15 million
Downsides: Going to fashion shows, sitting in meetings and evaluating new products is hard work – and not a sure thing, as stars from Madonna to Sarah Jessica Parker have discovered. "It's time-consuming," says a music-business source. "You've got to have a hit."