Groupon plans to sell itself to the public at a $30 billion valuation. It's worth noting, then, that the online discounter has accumulated liabilities that greatly exceed its assets and is now running low on cash. The technical term for this is "broke ass poor."

Über-photographer Annie Leibovitz was forced to mortgage the rights to all her photographs last year in exchange for $15 million, and she's been the target of multiple creditor lawsuits for not paying bills. Now a source tells Gawker that one of them is preparing to force her into bankruptcy.