Happy Endings follows the dysfunctional adventures of six best friends living in Chicago: "crazy-in-love" married couple, businessman overachiever Brad (Damon Wayans, Jr.) and his neurotic perfectionist wife Jane (Eliza Coupe); ditzy Alex (Elisha Cuthbert), a happy-go-lucky boutique owner and Jane's younger sister; daydreamer Dave (Zachary Knighton), an aspiring restaurateur and food truck owner who used to be engaged to Alex; slacker manchild Max (Adam Pally), who struggles with trying to hold a job and maintaining a consistent relationship; and serial dating single girl Penny (Casey Wilson), who fears she is forever doomed for spinsterhood and on an eternal search for Mr. Right.
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