Eric develops a child-like fascination with life when he takes a much-needed vacation after his heart attack episode, while Annie runs into interference with each of the kids. Meanwhile, Simon assumes the role of the 'man of the house', but feels Matt is undermining his authority when he keeps on making fun of him. Also, Matt grows uncomfortable with the blossoming friendship between his girlfriend Shana and his roommate John Hamilton while he's busy with other issues. Also, Lucy finds a direction in her life with her interest in Habitat for Humanity after taking her fathers advice.

With Annie and Lucy adding a new bathroom, and the need for a new car, Eric is depending on his built-in annual raise from the church board. However, when the church deacons gets the wrong impression about the Camden's financial situation, they reject his annual raise. It's up to Ruthie to save the day when she realizes what is going on and to convince them to change their minds about their plan. Meanwhile, a young hospital patient (Josh Evans, ""Passions"") offers Matt some career advice. Also, Simon attempts to entertain a classmate who has a crush on him.

In the fifth season-opener, big changes are afoot in the Camden household this fall as Eric is distressed by the fact that his daughter Mary has opted to postpone college in favor of a little soul searching and the glory of minimum wage. Mary decides to buy a car. Also, Annie leaves Eric with a handful at home so she can complete her teaching degree. Meanwhile, Simon attempts to fit in with the treacherous terrain of high school, and Lucy looks forward to ruling the school as a senior. Lucy can't wait to start a relationship with Andrew Nayloss, except he hasn't come back from summer vacation yet. Meanwhile, Heather and Matt's on-again-off-again relationship threatens to be off-again--- permanently. Matt considers the pre-med track at college and Ruthie learns that she will have to spend another year with her despised third grade teacher, Ms. Riddle.

Tensions run high as a doubtful Julie lets Mary baby-sit Erica, only if Mary has no visitors. But when Frankie (guest-star Chyler Leigh) comes by and begs Mary to take care of her baby Mercy, Mary can't resist helping her. Then, Mary is then caught with an open bottle of beer while babysitting. Meanwhile, Lucy volunteers to chaperone Ruthie's sleep over and to watch the twins. Also, Simon is on a quest to change his image and does this by piercing his ear. Matt pursues a woman who wants nothing to do with him. Also, Eric and Annie clash with Mary's disreputable friends.