On the cusp of turning 40, a newly-single Whitney finds herself stuck on the sidelines, watching as her friends celebrate life's most joyous milestones. With no time to waste, Whitney must decide what she wants her next chapter to look like.

Whitney seeks comfort from heartache by spending Thanksgiving with her Alabama family, but when they invite a potential love interest for her she worries if she'll crumble under the pressure.

Back from Kentucky, Whitney faces Kenny's shocking revelation, resetting her dating journey. Hunter's movie premiere with his family and a new date may suggest a more serious romance than others suspected.

On the one-year anniversary of her mother's passing and with Christmas quickly approaching, Whitney works to recreate the holiday magic Babs used to make by throwing a legendary holiday party.

Whitney sets new goals to get over grief and find love again, but when the planning for her niece Jaime's bachelorette party takes over, her resolutions are pushed aside, and an unexpected party crasher threatens to throw everything into chaos.

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