Jessica has proved to be a shockingly savvy businesswoman, considering she once questioned whether tuna was chicken or fish. She's given her name to 24 product categories (denim, a maternity line, fragrances!), and the Jessica Simpson Collection, originally launched in 2005 as a shoe line, is poised in 2012 to become the first celebrity-owned clothing brand in history to earn $1 billion in annual sales. Jessica also owns Beauty Mint, a line of skincare products. Jess may be a bit tied up at the moment with new baby Maxwell, but we can only imagine the inspiration motherhood will have on her empire.