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.

Adam and Kristina come to terms with the fact that their son may have Asperger's Syndrome. Sarah is on the job hunt and Zeek pushes her to dream big. Meanwhile, Crosby bonds with his newly discovered son and Julia deals with a aggravating mom from Sydney's school.

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.

When Max re-joins the baseball team, Drew helps Adam connect with his son. Sarah strikes up a friendship with Amber's English teacher, Mr. Cyr. Meanwhile, Crosby feels the pressure to have a baby sooner than he expected and Julia tries to teach Sydney how to stand up for herself.