Since his wife still owes strategist Mark Penn $771,000, Bill Clinton sent an e-mail to his wife's supporters to drum up some cash, “Hillary’s campaign still has a few vestiges of debt that I know she would like to see paid in full," and asks, "How would you like the chance to come up to New York and spend a day with me?" If you contribute $5, you'll be entered into a drawing to hang out with Bubba. Back in December 2008, Clinton owed $3.5 million to Penn, so there has been some progress.