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Tess McGill is an ambitious secretary with a unique approach for climbing the ladder to success. When her classy, but villainous boss breaks a leg skiing, Tess takes over her office, her apartment and even her wardrobe. She creates a deal with a handsome investment banker that will either take her to the top, or finish her off for good.

After being evicted from their Manhattan apartment, a couple buy what looks like the home of their dreams—only to find themselves saddled with a bank-account-draining nightmare. Struggling to keep their relationship together as their rambling mansion falls to pieces around them, the two watch in hilarious horror as everything—including the kitchen sink—disappears into the Money Pit.