Samuel wants to be a standup comic. Meanwhile, Molly offers advice to Harry which leads to him challenging his protective mother.
At Mike's urging, Molly grudgingly goes to a therapist.
Following a dramatic argument with Joyce over money, Mike and Molly move into Mike's childhood room at Peggy's.
Molly is determined to get Mike out of his routine and tells him to embrace doing anything they want in life.
Molly hates her draft of the novel she's working on and decides to take a break, but now she needs to decide on something else to occupy her time.
Molly believes her suspicious next-door neighbor is up to no good and recruits Joyce to help her spy on him. Meanwhile, the guys get together for a poker game and end up sharing their dreams and aspirations.moreless
Molly meets her literary idol, J.C. Small, a cynic who advises her to write about things in her life that she wouldn't want people to know. Meanwhile, Mike invites his mother over for dinner in an effort to cheer her up.moreless
Molly has a "mind-blowing" experience when she goes to Victoria's workplace, a funeral home, to research her novel. Meanwhile, Mike sneaks a peek at Molly's writing when she's out.
Molly decides writing a crime novel will be her new career, so she goes on a ride-along with Mike to research a book she wants to pen.
Molly makes a huge decision to stop her career as a teacher and delve into writing.
Molly is so focused on directing a school recital that she doesn't realize a fellow teacher is hitting on her. Meanwhile, Vince convinces Mike to join him in an unusual money-making scheme.
Mike goes on a junk food binge to cope with missing Molly while she is out of town for a teacher's conference. Meanwhile, Carl contemplates leaving Chicago after learning heartbreaking news from James.moreless
After learning that Joyce gave up her artistic talents when she became a mother, Molly decides that she and Mike need to pursue new hobbies before becoming parents, so they take up roller skating.moreless
Mike's birthday wish is to have his wife and mother get along, but Molly and Peggy butt heads more than ever as they try to plan his birthday party together. Meanwhile, Samuel and Carl compete for the same woman.moreless
Molly joins her sister on a spring break road trip to party with Victoria's friends from junior college. Meanwhile, Mike pulls strings with his boss to get special overtime assignments in hopes of making extra money.moreless
Molly reveals some juicy information about her past to Mike. Meanwhile, Carl and Samuel hold a St. Patrick's Day party hoping to meet women.
Following a disagreement with Mike at the mall, Molly goes on a shopping spree.