In the Season 2 premiere, a trip to Hollywood is in order for Millie, Stan and Taylor to investigate some options for a Grumpaloo movie. Back at Haddison House, Joyce uses Anna and Crystal as guinea pigs to test homemade skin care products.

Casting the right reader for a spoken version of the Grumpaloo books pushes Millie to the breaking point; Taylor finds a way to convince the Haddison House employees that Joyce is behind his plans to have them fund his purchase of a leather jacket.

When Stan recommends that Millie use physical fitness as an outlet for her emotions, she goes the distance, and creates a full gym in her apartment, and makes it open to the public. Taylor's fashion sense comes in question, and he goes too far in the wrong direction to prove Joyce wrong.

A problematic director sends Taylor and Millie's TV commercial into a tail-spin; Stan turns to Joyce for financial advice for Anna's plant business, but isn't happy when Joyce begins to mentor Anna.

Stan adds hypnotism to his skills as a life coach, and attempts to use it on Millie, but is unsure whether he succeeded or not. At Anna's suggestion, Joyce adds an aquarium to the office decor, but has difficulty with which fish can play nicely together.

After the top mystery author at Haddison House casts aspersions on Millie's Grumpaloo books, she decides to fully explore her authorship by writing a novel. Turning to Stan for help with this process, she finds that Anna is a better guide than her life coach. Taylor learns some new lessons in how to be sexy when he has an encounter with an older woman.

Upon finding out that her condo unit comes with a storage locker, Millie decides to put it to good use by turning it into a clubhouse. Stan joins the club, but his intentions are less than honest; he intends to infiltrate the club and take it down from within. Joyce and Anna have a job on their hands when they try to stop Taylor from turning a profit from his new scheme of 'touching for tips.'

Millie holds a dinner party, but shocks her guests with the menu selection; Joyce and Anna suggest that she cleanse her system, and offer to go through the process with her. Taylor's womanizing gets him into trouble at the office, and he turns to Stan for help; Stan finds that helping Taylor teaches him more about himself than he wanted to know.

Millie finds that indoor hockey isn't all it's cracked up to be when a wayward puck destroys her ant farm; she bunks with Stan and Anna, causing some marital stress. Joyce needs to replace Crystal, and with Taylor's help, finds the ideal receptionist.

Millie causes an uproar once again by insulting a famous pooch at a public event. Anna tries to redecorate on a budget, but finds it's hard to do, as one thing leads to another. Stan has the difficult task of getting Taylor to help discard the old apartment's old furniture without calling in a 'friend favour'.

Lewis makes a come-back into Millie's life and beats her at pool, so Millie takes some lessons in order to once again best Lewis. Joyce leaves the members of her car pool stunned by her driving skills, or lack thereof, and Stan unwillingly becomes involved in the situation.

Crystal returns to work after having her baby, and immediately begins using Millie to get her work chores done. Stan becomes the hit of a pottery class that he and Anna are taking together, causing Anna to become a green-eyed monster; adding Taylor into the mix only makes things worse.

Millie decides that she'll only be truly appreciated after she's gone, and so wants to have her funeral now, so that she can see just how much she'll be missed. Stan tries to assist Crystal and her boyfriend with their new status as parents, but winds up babysitting instead of life coaching.