Against Carrie's commands, Doug takes $100 from the "emergency fund jar" to bet on a boxing match. When he and Deacon win $5,000, Doug realizes he can't let Carrie know he won big or she'll realize he stole the money. Deacon and Doug set out to burn it all off in a day of luxury spending. Meanwhile, Carrie is offered a job from the owner of the firm and when she finally works up the nerve to give notice, the offer ends up not being as firm as she thought.
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