After a game of Never Have I Ever, Carly fears she is boring and sets out to prove to Harper that she can hold her own on a wild night out on the town. Spencer finds new office space for Freddie's app at the old Groovy Smoothie location.
Carly Shay and her friends are navigating work, love and their family. Carly is 26 years old. She attended college and has been pretty successful. She has not hosted her web show in a long time, but decides to restart it in the pilot episode. Freddie went through a couple divorces and has moved back in with his mother. Spencer has become very wealthy and is the most successful out of the three returning characters. He continues to reside in the Shay Apartment, which has been remodeled.
Carly's new best friend/roommate, Harper, is a pansexual character who dreams of becoming a fashion stylist after her wealthy family lost all of their money. They both reside in a new apartment at Bushwell Plaza. Harper will push Carly out of her comfort zone as they confront day to day obstacles. Freddie's adopted step-daughter, Millicent, is social media-obsessed and sees the older Carly as washed up as well as competition to her small YouTube channel.