E1 - Forgive and Forgive

Aired: March 23, 2022

Sandra and Philip's relationship is tested over an immature mistake.

E2 - Judge Knot

Aired: March 30, 2022

Lindor gets some unexpected help fighting his court case.

E3 - Pastor Disaster

Aired: April 06, 2022

When Cora announces that the church board is seeking a new pastor, which comes with an impressive salary, Brown decides to throw his hat into the pulpit.

E4 - Mr. Fix It

Aired: April 13, 2022

Mr. Brown gets Philip to fix his broken things, but soon starts to take advantage.

E5 - Testing 1,2,3

Aired: April 20, 2022

The Pleasant Days crew has their work cut out for them when they help Philip prep for the S.A.T.

E6 - Efe the Great

Aired: April 27, 2022

When Efe becomes an accidental hero the Assisted Living crew uses his fame for their own gain.

E7 - I Would Dye For You

Aired: May 04, 2022

After Jeremy gets a gray hair, he sets out to prove he's not getting old. Mr. Brown has to speak at a funeral.

E8 - Ear Hustle and Flow

Aired: May 11, 2022

When Vinny uses his new hearing aid to eavesdrop, Jeremy decides to teach him a lesson, and Phillip lets his first modeling gig go to his head.

E9 - Wobble Wobble

Aired: May 18, 2022

Leah grows concerned for her daughter's future when Sandra announces she won't be going to college, and Vinny's sedentary lifestyle prompts the housemates to stage an intervention.

E10 - Clean Up Your Act

Aired: May 25, 2022

Cora is fed up with the residents' messy ways and creates a strict new set of rules in hopes of getting the home in order, and Jeremy intends to bring in an undesirable boarder.

E11 - Don't Chi Away

Aired: October 12, 2022

When Jeremy and the family announces to the crew that they're moving back to Chi-town, they do what they can to stop them from moving.

E12 - Ex to Next

Aired: October 19, 2022

Anastasia rekindles a romance after her unfaithful ex-husband arrives from Paris, and Mr. Brown spearheads a prank war with a neighboring assisted living facility.

E13 - Training Day

Aired: October 26, 2022

Anastasia gives reluctant Sandra etiquette lessons before the Ellington ball, and Jeremy preps Phillip for his lacrosse team tryouts.

E14 - Bye-Bye, Mr. Brown

Aired: November 02, 2022

Jeremy and Leah are caught in a compromising position by the kids, and Mr. Brown is determined to check items off his bucket list when he thinks he has only a few months to live.

E15 - Don't Get Ugly

Aired: November 09, 2022

When a mogul investor makes a big offer to buy the place for one point five million dollars, Brown buckles and seeks to sell his share causing division in the household.

E16 - Head In The Clouds

Aired: November 16, 2022

Leah and Jeremy are excited to get away for a vacation with just the two of them; Sandra needs to get an internship to graduate; she has no prospects.

E17 - Twin it to Win It

Aired: November 23, 2022

Anastasia's twin sister comes to visit, but not everyone is happy about it.

E18 - She Got Baby Fever

Aired: November 30, 2022

After multiple failed attempts to try and hang out with Sandra for a girl's day, Leah reaches the sad realization that her baby is no longer a baby.

E19 - Fight The Power

Aired: December 07, 2022

Phillip has been very responsible and begs to drive Jeremy's new car; Jeremy gives him the opportunity to drive, Philip wrecks Jeremy's new car after a night out with his friends.

E20 - Blessin Or A Lesson

Aired: December 14, 2022

Phillip has been very responsible and begs to drive Jeremy's new car; Jeremy gives him the opportunity to drive and Philip wrecks Jeremy's new car after a night out with his friends.

E21 - Crazy in Love

Aired: December 21, 2022

Mr. Brown has a new love interest from church and takes her on several dates; the Pleasant Days crew begins to grow suspicious of his new lady friend's intentions, and considers whether or not to butt into his love life.

E22 - Episode 22

Aired: December 28, 2022