Single mother Sarah and her two children Amber and Drew are moving back home with her parents Zeek and Camille. Sarah's sister and complete antithesis, Julia is a successful corporate attorney trying to juggle work and motherhood, alongside her stay-at-home husband, Joel. Commitment-phobe Crosby, Sarah's younger brother, must accept adult responsibility when an old flame Jasmine shows up unexpectedly. Meanwhile, Adam, the oldest Braverman sibling, his wife Kristina and teenage daughter, Haddie, learn that their eccentric son and Haddie's little brother, Max, is diagnosed with Asperger's Syndrome. Although each sibling and family has its own share of life to grapple with, perhaps this reunion is the push they need to help each other pick up the pieces and focus on the everyday challenges that families face while raising children and starting over.

After Max gets kicked out of school, Adam and Kristina explore the best educational options for their son. Sarah hits a wall when she ends things with Jim and succumbs to car problems. Meanwhile, Crosby spends a fun-filled day with Jabbar and Julia realizes that she's missing out on her daughter's life.

Adam has his hands full when Kristina goes back to work and leaves him with Max and Haddie for the weekend. Along with taking care of his own kids, Adam gives Drew girl advice when a school dance approaches. Sarah tries to get Amber excited about college by taking her to an event on campus and unexpectedly runs into an ex. Meanwhile, Julia attempts to teach Sydney a lesson about lying and Crosby takes Jasmine on a real date without Jabbar.