When Doug does the voice of a new co-worker, he feels that Carrie will only listen to him if he does the voice. Doug now wonders if Carrie is still attracted to him.
When Doug's boss sees what a comedian he is, he asks him to "roast" him at his banquet. However, Doug finds that he is not as funny as he first thought. Will Doug be able to "roast" his boss?
Doug is offended that Carrie wants him to lose weight, so he vows to lose thirty pounds. In the process, Doug gives Carrie a remark that she wears too much make up to settle the score.
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?
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.
Doug and Carrie watch Deacon and Kelly's kids while they are out of town. When one of the kids sees them making love in the Palmers' bedroom, they must keep him from telling his parents.
When Arthur goes to Carrie's work he is offered a job there, which really begins to irritate her. Doug competes to be Mr. April for IPS but Deacon is in the way of him getting it.
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.
In order to watch the upcoming Super Bowl on a high-definition television, Doug hatches a plan to have his sister Stephanie (Ricki Lake) date Carrie's wealthy boss (Alex Skuby).
During Deacon and Kelly's separation, Doug and Carrie go out with Kelly and run into a guy, Bill, Carrie knows from work. Bill and Kelly end up going on a date...
A hurricane destroys the backyards of the Heffernans and the Sackskys (Bryan Cranston and Dee Dee Rescher). When Carrie becomes cool with their idea of a combined backyard, they retaliate by installing ground pool.
A second job being a limousine driver, Arthur asking him to make a lavatory in the basement, supporting Carrie and realizing he'll be a father in a few months all becomes too much for Doug.
