The store's owner asks Drew to be her personal assistant, but his new position soon turns compromising when her interest extends into his private life.

Stagnated in his job, Drew takes the bull by the horns and convinces the board to use animal mascots for the store. But things turn beastly for Drew when the creatures get loose.

Drew's plans for a promotion may be put on hold when Kate plays a birthday prank on him and alters training videos he made to impress the store's board of directors.

Drew finds out Speedy's hip problem is getting worse but there's hope in a new operation that could restore the dog to his old self. The problem is the operation costs $2700. Nora recommends Drew use his company insurance to pay for it. Winfred-Louder has same-sex health benefits; all Drew would have to do is claim the operation is for his lover. Drew agrees but ends up having to prove he is gay by hiring Oswald to play his lover "Aaron".

When the employee representative to the board is forced to retire, Drew, Mimi, and Larry are thrilled over the possibility of taking over the position that offers a considerable raise and requires little work. The competition to impress Mr. Wick, Mrs. Louder, and the board of directors turns from friendly rivalry to an outright brawl.

Drew decides to turn over a new leaf by becoming more assertive. He taps into the boardroom to see the footage of his meeting and hear his evaluation. Drew ends up getting more than he bargained for when he and Mimi see Larry and Mrs. Louder having sex in the boardroom. Meanwhile, Mimi still has a confused Mr. Wick living at her house and Kate and Oswald begin secretly dating.

Drew's pastor convinces him to volunteer at a seniors' center, where the residents have a reputation for being difficult. Mr. Wick hears about it and convinces Mrs. Louder to require all the employees to "volunteer" at retirement homes for the good publicity. Gus, a resident at the retirement home, talks Drew into taking the seniors to the store so they help with inventory. Gus takes a bunch of photographs and tells a local news station that Drew is abusing the residents. The elderly start picketing Winfred-Louder and Drew is at risk for losing his job.

Mr. Wick is panicked upon finding a memo he thinks is about firing him. Wick convinces Mimi to plot a phony sexual harassment scheme with him. Mimi will claim Wick harassed her, file suit against the store, and the both of them will split the winnings on a tropical island. Wick makes a "pass" at Mimi in front of Drew. When Drew refuses to be bribed into silence, Mrs. Louder demotes him to the sales floor. Drew becomes suspicious of Mimi and Wick when he finds out they opened a joint bank account in the Cayman Islands.

Mrs. Louder asks Drew to make a toast at birthday party honoring her late husband. The best toast wins 500 shares of company stock. Drew struggles with what to say because Mr. Louder was a terrible person. Oswald and Lewis agree to attend the party to support Drew but Nicki doesn't want to go because she's gained weight. Nicki finally shows up and Drew decides to make her feel special by dedicating his speech to her. Drew's plan proves disastrous as the spotlight is aimed right at Nicki while she's pigging out.

Kate hopes to get promoted to wardrobe buyer but Mrs. Louder doesn't think she has enough class for the job. She and Drew organize a salon at his house where everyone can discuss social and political issues. Mrs. Louder pays a visit to the salon and ends up in a heated argument with Kate over Internet censorship.

Lewis confiscates a sex drug from DrugCo after nearly being attacked by several monkeys who had used it. The drug is accidentally spilled into a batch of green Buzz Beer being prepared for St. Patrick's Day. Everyone at the Warsaw inadvertently drinks the tainted beer with startling results. Drew prepares to be the sole witness in Mimi's "sexual harassment" case while under the influence of the sex drug.

After Mr. Wick is injured at work during an elaborate and cruel plan to fire an employee, Drew is placed in charge for the week. Drew adopts a "no firing" policy that works wonders until employees start taking advantage of Drew's generosity. The store starts to fall to ruins just as Mrs. Louder's return looms.

It's Drew's turn to host the family barbecue for all the Carey cousins. Drew's 18-year-old cousin Kristen comes to the party while looking at colleges. Kristen asks Drew if she can stay at his place until a dorm room opens up at Cleveland State in the fall. Drew agrees but is horrified when Kristen starts dating Mr. Wick.

Mrs. Louder calls Drew to tell him he's been chosen to coordinate hiring for the new stores in Europe. The catch is Drew has to get to the boardroom within 10 minutes to secure the position. The universe seems to be against Drew's success as numerous obstacles, including a broken elevator, an irate customer, and a blocked staircase, get in his way to the boardroom.