Doug and Carrie both have feelings of not being entirely popular at their workplaces, and both overcompensate to rectify the situation

Feeling hurt over not being invited to a block party, Doug adopts a dog just to prove to the neighbors that he's an okay guy-a decision he soon regrets. Meanwhile, Arthur falls prey to the gambling bug when trying to help Danny beat it.

Carrie convinces Doug to be the best man at his cousin's wedding.

Doug lies to Carrie about having to work late so he can play mud football and get out of going to her seminar. Now sick from his night of football in the rain, Doug starts watching TV and begins to drift off to sleep... Doug, finally full of guilt, goes to tell Carrie the truth of what happened and she doesn't react exactly the way he thought she would.

Doug, Carrie and Arthur head out to the airport to visit with Doug's parents while they have a short layover at Kennedy Airport on their way to Montreal. While there, his parents ask him to sign their living will, making him the one responsible for pulling the plug. When his sister Stephanie gets wind of this, she is offended that she wasn't the one asked to be responsible.

Carrie and Doug have a conflict of interest when Carrie begins to stay late every night at work but it leaves Doug to feel neglected.

Doug's position as the "Funny Guy" is threatened, when IPS' new employee wins over the workforce with his impersonations. Meanwhile, an assistant is hired to work for Carrie, and ends up performing more work than expected.

Doug and Deacon fill in for Supervisor O'Boyle at the IPS depot. Carrie regrets her decision to complain about her company's chinzy gift for work on an important project.

Doug and Carrie feel pressure to have a baby after learning that a friend is pregnant. Meanwhile, Arthur recalls when Carrie was born.

As Arthur prepares to undergo heart surgery, he asks Carrie and Doug to bring him his sleep mask. While digging through Arthur's closet for the mask, Carrie finds a box which contains an extensive scrapbook of her old finger-paintings, report cards, and school photos that Arthur has been keeping. As she is flipping through it, she finds an acceptance letter from Florida State University – which she has never seen before. Meanwhile, Doug makes friends with a quirky stranger in the hospital and soon regrets it.

Doug starts to dream more seriously about running his own sandwich shop now that his Uncle Stu has generously offered him a large sum of money to see him realize his dream. However, Carrie has major reservations about this, knowing that Doug's gifts are not in running a business. Not to mention that Danny, Stu's son, is very jealous and angry that his own father would back Doug's business venture, but not his own.

Doug becomes obsessed with his own Super Bowl party after learning that many of his friends will be attending a party thrown by a new co-worker. While Doug is focused on winning back as many guests as possible, Carrie complains that Doug doesn't think about her enough during the day. Problems arise when Doug tries to throw the ultimate Super Bowl party and prove to Carrie he's an attentive husband.

During a romantic dinner, Doug is inspired to proclaim his love to Carrie. Carrie is taken by his gesture and suggests that they renew their vows. The two find that planning the wedding is much more troublesome than expected. The ceremony is on again, off again as Doug and Carrie are faced with endless complications, including finding a chimp to serve as Doug's best man. In the midst of the wedding planning Arthur is praying that his wedding present, aged Port wine, will go unused when he discovers the value of the fine wine on E-bay.

When Doug and Carrie's neighbor passes away, their grief is quickly replaced by hope when they realize his empty residence could prove to be a profitable investment. In their dash to close escrow, they become wary of another neighbor, Lou, who's neighborly way of upkeeping the bereaved lawn raises their suspicions.

An unflattering picture by Major prompts Arthur to ask Doug and Carrie for braces. Meanwhile, Kelly hires an out-of-work Spence to help out around the house.

Carrie is convinced that Deacon and Kelly were only able to afford a vacation home by being cheap. Meanwhile, Arthur tries to help Spence get a new job.

Carrie's ecstatic when an affordable apartment opens in Manhattan, but Doug's reluctant to leave Queens. Arthur meets singer Ava St. Clair.

Seeing friends who recently had a child makes Doug and Carrie consider adopting.

Doug is afraid he'll lose Carrie when her boss drives her home in his Jaguar and gives her tickets to see a famous cellist.

Arthur hits it off with a woman at a Valentine's Day dance for seniors.

Carrie scolds Doug for inviting their pesky neighbors over--until she learns they want to offer their time-share in the Hamptons.

Doug feels left out after Carrie becomes friends with a new neighbor.

Due to financial trouble, Doug's bowling team must win the next game. Doug must help Carrie to improve her bowling ability or kick her off the team.

Doug has his old football teammates over; Meanwhile, Spence tries to get his revenge on the football players for what they did to him in high school.

Doug loses a lot of money when he and Deacon go to Atlantic City to gamble.