When Doug learns that Carrie is buying him clothing from the "Big and Tall Shop", he is now determined to lose weight. While he is on his journey to lose weight, he tells Carrie that she needs to make some changes to her lifestyle as well. Meanwhile, Arthur is trying to keep the family safe by getting a safety dummy.
When Carrie spends a night out with some of her colleagues, she finds out that they are more successful then she is. Carrie never went to college. Now, she is trying very hard to get back to school and get a good education to become more successful. But will she be able to balance work, school, and family at the same time?
While Doug's company is in strict negotiations, he decides to buy a brand new SUV. When Carrie finds out, she demands him to take it back. At this time, IPS has gone on strike. Now Doug is out of work.
It is week two of the IPS strike, and Doug still has not gotten a job. To get back on his feet, his sister Stephanie get him a substitute teacher job at her school. However, it is a high school, and the kids are not so nice. Can Doug survive?
It is week three of the IPS strike, and Doug has just been hanging around the house for all three of them. Deacon has also been out of work and Kelly has had enough of his laziness. Carrie and Kelly decide to have Arthur, Doug, and Deacon spend the whole day together. However, their plan backfires, because the three of them become uncontrollable delinquents. In the end, the strike is ended.
When Kelly's great aunt dies, both Deacon and she have to go to Chicago and they have no one to watch their two kids, so Doug and Carrie offer to watch them while they're gone. When they first start watching the kids Carrie was terrified of the idea, but soon after they began to love the idea, up until Kirby catches Doug and Carrie being intimate in their parents' bed.
It's the Christmas season and the Heffernan's see that they have a new neighbor who happens to be Lou Ferrigno. Arthur wants Lou to read his screenplay to get it produced. Doug decides to buy Carrie a camera the only problem is that her boss at work also bought her a camera which happens to be nicer.
Doug and Carrie run into an annoying couple who are happening to get married. The couple invite them and Doug and Carrie say they will be there for sure. Then they later find out that the wedding is in Maryland which is a five hour drive and Doug and Carrie don't want to attend any longer. Arthur thinks of another crazy scheme, on having half priced footwear for sons and fathers.
Doug delivers a package to a mom and sees that she has an HDTV. With the Superbowl coming up, he can't stand looking at his own TV. Doug later finds out that Carrie's boss has HDTV. He asks her if she will invite her boss to Doug's poker game so he can try to watch the Superbowl at her boss' place.
Doug is going to throw a paint ball party for Deacon. However, Doug becomes angry at Carrie because she finds Deacon attractive. Kelly is angry at Carrie because of what she said about Deacon. It all leads up to a climactic battle between friends.
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... 'The Honeymooners': Doug dreams that he is Ralph and Deacon is Ed and they scheme to get Doug out of the house to go bowling. 'Wheel of Fortune': Doug dreams that he, Arthur and Carrie are contestants on The Wheel of Fortune, where the puzzle being "Doug Heffernan is a big fat liar." 'Brian's Song': Doug dreams he is in Brian's Song as Brian Piccolo ...
Doug receives an offer from FedEx and tells his IPS boss that if he wont give Doug a better route than he will transfer to FedEx. Lou Ferrigno sees Carrie slaving around the house and offers her if he can help, they soon start doing more favors for one another which ends up giving Carrie quite an orange tan.
Doug's parents are coming in town so Doug and Carrie decide to go and pick them up at the airport and they bring upsetting news to Doug. They have him sign papers about their wills and what would happen if they were to go into a vegetated state or what not. Arthur roams the airport acting like a passenger to get discounts on items in the airport store.
After a big storm Doug and Carrie catch their annoying neighbors in their backyard cleaning up the after math of the storm. They than give the idea to Doug and Carrie that they should tear down the wall dividing them and make it on big backyard. After the Heffernens tell them no on the idea the neighbors get a pool that disrupts there backyard privacy. Carrie is wanting to fight them on it, but Doug is not sure where he stands.