Philip learns about being accountable for one's actions and putting life's obstacles in perspective; Reginald must pick himself up out of his slump and find the strength to believe in love again.
When an old white woman moves into Pleasant Days, her Karen behavior throws everyone for a loop; Reginald fears an escaped convict he put in prison has plans to take revenge.
In a get-rich-quick scheme, Mr. Brown decides to become a country singer; Jeremy is hesitant to get his first prostate exam.
Jeremy and Leah have an argument, and the Pleasant Days crew gives them unsolicited advice; Mr. Brown gets spray-on hair paint and his confidence goes through the roof.
Mr. Brown falls in love with Philip's history teacher and plots to sweep her off her feet; Efe romantically pursues Anastasia, raising eyebrows around the facility.
Jeremy is forced to stand up to his overbearing mother while Philip and Leah work hard to engineer the, Damn leave me alone prankthat's been going viral on the internet.
New resident Travis Pitstop Gaffney, a trucker from the backwoods, shows up at Pleasant Days, and the assisted living crew struggles to find common ground; Philip's new tutoring gig takes an awkward turn.
Mr. Brown and Anastasia argue that hypnosis isn't real until Mr. Brown is under and becomes his idol, Kung Fu Soul Brotha.
When Philip begins dating a wealthy girl at school and arrives home in a Tesla, Leah and Jeremy demand he break it off until they begin receiving gifts hard to turn down.
The men learn how inferior Father's Day is to Mother's Day after they go all out for Mother's Day but the women don't do the same for Father's Day. Mr. Brown convinces Jeremy to take command in his relationship.
When Reginald is put in charge of Cora's precious family heirloom bible and gives it away to charity, he's got to figure out how to replace ot before Cora discovers it missing.
Philip is spending a lot of 0me on the phone with his new girlfriend Chilecia so the family wants to meet her. She turns out to be a little too hood for the family.
Sandra is stressed out at college and decides to drop out, but Jeremy and Leah have concerns; Anastasia gets the itch to rekindle her celebrity career.
Mr. Brown and Efe team up to secretly film a reality show starring the oblivious Pleasant Days residents; Philip gets a part-time job at a fast food restaurant but begins to have second thoughts.
Mr. Brown attempts to impress a woman he thinks could be the future Mrs. Brown; when Mr.Brown's five-star dinner reservations fall through at the last minute, he solicits Philip to help whip up something gourmet.
Mr. Brown's girlfriend causes a stir when Anastasia realizes they are competing in the same elderly pageant for the crown of Ms. Golden Oldie; Leah is appalled when Jeremy buys her a high-tech broom as an early birthday gift.
Leah tasks Sandra with making the Thanksgiving turkey, but Sandra's got no clue how to cook and there are a lot of hangry residents ready to revolt. Anastasia struggles to cope when an old friend passes away
Anastasia decides to go back to college, but quickly discovers how much things have changed since she was last on campus. The rival facility across the street challenges the Pleasant Days crew to a walk-a-thon for charity.
Chilecia becomes Jeremy's good luck charm in poker but it hinders Philip's relationship while voting differences cause an argumentbetween all generations at the facility.
After Phillip goes out with his friends, Leah and Jeremy realize that he is a responsible young man. Through a counseling session, Leah and Cora teach the residents the importance of mental, physical and spiritual health.
When Cora runs for president of the local church, mud-slinging and sabotage threaten her reputation and test her faith. The Pleasant Days squad bolsters their ability to protect themselves by taking a self-defense class.
Philip feels as though he is being treated like a child and resists his parents' punishment. Mr. Brown sends Kimberly an innocent text message that gets him into trouble.
