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.

Whitney, Angie, and the bachelorettes get a wild lesson in intimacy.

Whitney makes good on her plan to be happy at 40 by seeing a psychic.

Whitney's matchmaker challenges her to leave the house to meet men.

With Jaime's wedding approaching, Whitney fears a confrontation with Kenny.

Tensions rise as Glenn pushes a wedding engagement on Hunter.

Whitney kicks off her 40th birthday trip to Spain.

After Juan's rejection, a witch offers to fix Whitney's cursed love life.