Accomplished actors Dianne Wiest and James Brolin star as the heads of a large, happy family, in which each member is approaching different milestones. Their eldest daughter, Heather (Betsy Brandt) and her husband consider having another child as they get closer to an empty nest; middle child Matt (Thomas Sadoski) thinks he has found true love; and the youngest of the three siblings, Greg (Colin Hanks) is overwhelmed after having his first child with his wife. Various perspectives are employed as each family member's story unfolds.
Various members of the Short family navigate their lives. With their eldest son in college, Tim and Heather want another baby. Meanwhile, Matt moves back home with his dad.
When Matt sees Joan and John in an intimate moment, Joan tries to organise an impromptu family therapy session. New mum Jen struggles to breast-feed.
Colleen visits Matt's family for brunch, but not before some intensive coaching on how best to talk to each of them.
The siblings congratulate Greg when he stands up to Joan for questioning Jen's parenting. Chad has a last meal with Colleen's grandmother before heading to jail.
Tim and Heather unintentionally make things awkward for Tyler when he brings his new girlfriend, Clementine, to meet the family.
When Matt and Colleen catch Chad trying to kidnap her beloved pup, Princess, the would-be abductor uses the opportunity to pitch them his new business venture.
When Jen and Greg interview potential nannies for Lark, they find it difficult to find one they trust. Tim, Matt and Greg go camping.
Joan invites their recently widowed neighbour, Gary Timpkins, to Thanksgiving dinner, during which everyone has a bad reaction to Colleen's cauliflower dish.
Jen slices her finger off and has to be rushed to hospital, which forces her and Greg to spend some time alone - with surprising consequences.
Greg is still bitter over an accident that sidelined a competitive game of ping-pong he and Matt started years ago, so they decide to finally settle the score.
Colleen joins John's friends for their annual tradition of singing obscene versions of Christmas carols, and Joan tries to hijack Lark's first Christmas from Jen and Greg.
Heather and Tim find another couple they like to socialise with, but Sophia and their son do not hit it off. Greg insists he and Jen take separate flights.
Greg joins Colleen's gym and goes overboard gearing up to work out, while Heather and Jen host a secret garage sale that directly competes with one Joan is having.
Greg and Jen slip away for a couple's massage, while Tim, Heather and the kids have a contest to see who can accumulate the least trash.
Joan's nephew Mikey comes to visit, and the fact that no-one likes him places everyone on edge. Meanwhile, Tyler takes Clementine to see his great-grandmother.
When Tyler and Clementine go to a guitar store, Tyler gets uncomfortable when the attractive salesman repeatedly hits on her.
John attempts to make himself look younger, much to the dismay of his family. Heather worries that Sophia's piano recital will be a disaster.
John decides to buy himself a pet, but it does not get on well with Joan. Meanwhile, Heather accidentally sends Tyler a sexy text message.
Greg and Jen ask their exterminator and his wife over for dinner. Matt and Colleen make an effort to be friends, and Tim is terrified to perform surgery on John.
Greg feels threatened by Jen's handsome new assistant Jake, so he tries to appear more masculine. Meanwhile, Heather and Tim pull a prank on Tyler's school.
Tim believes wearing a Cinderella dress will bring his alma mater luck in a basketball tournament, and Tyler endures unsolicited advice before prom.
John and Joan unveil a shocking secret they have hidden from their children for 35 years, and Greg quits his job to focus on developing his new invention.