With the annual Juneteenth parade on the horizon, Dylan and Rebecca find themselves at odds over the float parade; Myles and Yasmine utilize Charlie's culinary skills to bake pies for Viola's church social.
When Lay Lay and Dylan get duped into buying fake designer clothing, they team up to track down the scammer.
Dylan becomes an egomaniac when he thinks his latest song is a number one hit in Nigeria; Yasmine enlists Rebecca to direct a commercial for her business.
Faking being sick to stay home from school, Dylan and Charlie plan a day of fun, but Rebecca tries to expose their lie.
After secretly opening his birthday gift from Myles and Yasmine early, Dylan must invent a cover up when he accidentally destroys it; the family plans to be the top seller at the neighborhood yard sale by way of Charlie's culinary skills.
Appointed hall monitor, Dylan finds the job more than he bargained for; with their parents working evenings, Rebecca and Charlie must prove they can hold down household responsibilities by themselves.
Dylan and Rebecca form an unlikely team to win a school gaming competition; Charlie is tasked with painting a portrait of Myles and Yasmine.
After falling asleep in class due to staying up late for a family tradition with Myles, Dylan is forced into Saturday detention; the family deals with Viola's competitive nature on game day.
After Myles and Yasmine enforce a no-technology policy into place, Dylan, Rebecca and Charlie find themselves on a treasure hunt in order to retrieve their gadgets.
After his old rap group from Chicago pays him a visit, Dylan must decide between the past and his future as a solo artist; Rebecca puts Myles and Yasmine on a strict diet regimen.
When Dylan is assigned to write a history report for school, he travels back in time to the Harlem Renaissance.
Dylan and Charlie cause chaos among the family in an attempt to create a dramatic audition tape for a reality TV show; Rebecca and Bethany teach Dylan a lesson about compromising his values.
As the school dance approaches, Dylan and Tara work together after they realize they have the same nefarious hidden agenda; Yasmine becomes overly protective of Charlie when the family supports his decorating efforts.
Viola and Dylan work on his de-stressing skills so that he can reconnect with his rapping abilities; Yasmine reluctantly seeks help from Charlie for her anniversary plans.
Rebecca offers anonymous advice to her peers and a superior but goes further than is appropriate; Myles and Yasmine struggle to be partners until Charlie leads them with his advice.
Dylan must make amends after he invades the privacy and violates the trust of a classmate; Yasmine and Myles are disappointed when Charlie uncovers an awful truth.
Charlie gets his first job but must stand up for himself in order to keep it; Rebecca realizes that Tracee may be more manipulative than she appears.
Charlie's habit of listening to other people's private conversations goes wrong after he informs Yasmine and Miles of Dylan's new life plan; Rebecca learns the meaning for true friendship and accepting oneself.
When he's hired to perform his hit viral song for a commercial, Dylan's artistic integrity is tested; Charlie must give a school presentation on someone in his family tree.