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- Michelle and Stephen, who both work in the interior design/contracting business, have a combined annual income of about $100,000. They have two children, Michelle who is currently on maternity leave. They are newlyweds, their fantasy medieval wedding - Prince Charming sweeping the beautiful damsel off her feet - the focus of the their lives for the longest time. But their castle came crashing down when Michelle learned of Stephen's $50,000 debt, largely the result of the divorce from his previous wife. He did not disclose that debt prior to the marriage to Michelle. But they both overspend, Michelle on material goods, Stephen on the best of food and drink for entertaining. They together have made many renovations to their house. Although that $50,000 is a big part of their problem, they are not further in debt because Michelle's parents have previously bailed her out of financial difficulties. They both admit they are not good at finances, Stephen in particular who buries his head in the sand hoping it will magically go away. As such, they never talked about money let alone made a financial plan before they got married. In terms of their overall finances, they have to be better organized and work together. Gail makes them throw a dinner party on a budget. They have to feel true risk, which they have not yet totally felt on operating without a safety net. And going back to their theme wedding, they have to make a public declaration of a different kind to family and friends.