Former bully Alex teaches Dave how to fight back against the bully at the gym. Jane's controlling ways as president of the condo association have the other residents fed up and challenging her for the job. But Penny's advise to Jane produces unexpected results.
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As far as romance, nothing goes as intended for the gang on Valentine's Day.
Jane persuades Penny to change her dates to how she wants them to be rather than the other way around. But when Brad hears Jane boasting to Penny how she made over Brad after they met, he rebels. Alex and Max are convinced an in-T-vention is needed to break Dave's obsession with v-necked T-shirts.
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Penny starts dating Dave's shrink. Jane and Max's fight over who owns a sweater leads to another strange competition, this one involving vanity and ugly outfits. Jane wants Brad and Alex to bond which is tricky, until they discover their shared love of romantic comedies.
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Penny's charity event has Max playing Santa. When Jane accidentally gives the housekeeper the wrong envelope of money – the one Brad filled with cash for their holiday getaway to the islands – she must come up with a way to get it back.
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Alex designs a dress for Jane to wear to her charity event while Penny helps out Max with babysitting duties. Dave and Brad decide to strike up a friendship with their odd mailman.
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Max's high school girlfriend, Angie, is back in town and each of the gang has a different reaction after meeting her. But Max declares a "code war" when Dave starts dating Angie. Jane decides to get a "work husband" after she discovers that Brad has a "work wife".
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Brad plans to skip out for a "staycation" when Jane's old sorority sister comes for a visit. Alex hooks up with new guy, but his dates are over-the -top. Max and Dave shoot a commercial for the "Steak Me Home Tonight" truck.
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The gang heads to a Halloween costume party while Jane and Brad head to the suburbs after agreeing to house sit for friends.
Jane decides everyone should make a vision board so they can all achieve their dreams. Brad finds it hard to relate to his stern boss until the guy sees Max's limo. Dave is hesitant for the gang to meet his new girlfriend.
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Penny's mom who's always enthusiastic and confident about the future is in town. The gang finds her high spirits contagious but Penny finds out things aren't as rosy as mom is making them out to be.
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Teen girls have made Alex's store their new hangout all because of Alex's "Put Me to Bed" t-shirts for babies. Jane goes into search mode when she thinks that an egg she donated back in college may have resulted in a now 11-year old girl.
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Jane urges Alex and Dave to come clean with each other since it's the first anniversary of their almost-marriage. Penny buys an "amah-zing" condo which she feels will turn her life around.
The gang starts thinking about the coming "zombie apocalypse" after watching a horror movie, so Max and Jane compete to see who would survive if zombies did take over. For his response, Dave decides to quit his boring job and open a restaurant. Trying to keep up with her current hipster boyfriend and his friends leaves Penny exhausted.
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