After years of missing family gatherings, New York City event planner Whitney Kennison (Tiya Sircar) is off to Chicago to spend Christmas with Grandma Frances (Diane Ladd). Excited that her granddaughter is finally home for the holidays, Frances decides to bestow Whitney with the precious Kennison family Christmas ornaments. But when Whitney mistakenly throws out the box of ornaments, Grandma Frances must stealthily devise a fun Christmas scavenger hunt to remind Whitney what the holiday is all about. It’s a race against time as Whitney reclaims the family ornaments, finds romance and learns the lesson Grandma Frances imparts.

Romance novelist Emilia is a whirlwind who blows back into the lives of her adult children, Taylor and Zach, under the pretense of a book signing arranged by her hometown's local book shop. As Emilia tries to reconnect, Taylor and Zach explore new and past relationships through an app that boasts old-fashioned human connection by way of the classified ad. Zach is given a chance to heal old wounds while Taylor matches with a woman that changes the way she's always thought about love.

Talk show host Wendy Williams executive produces the biopic on her life, revealing the highs and lows she has experienced throughout the years. Wendy has made herself the go-to source for great celebrity dish on her hit talk show, The Wendy Williams Show, but recently the spotlight has turned towards her. The authorized project provides a revealing look at Wendy’s journey, from her scrappy upstart days in urban radio to the success of her own syndicated talk show. Despite all the naysayers and obstacles Wendy encountered throughout her life, her strength and determination have allowed her to thrive.