After causing a public disturbance at a coffee shop, Millie Upton seeks out help from Stan Dirko, an inexperienced but enthusiastic life coach. In spite of his ineptitude, Stan manages to gain Millie's trust as a client. Meanwhile, Joyce, a work associate of Millie's, threatens to cancel an important event unless Millie finds the help she needs.

Stan comes to Millie's aid when she gets in trouble with her condo council. At Haddison House, Joyce promises to look at some of Taylor's clients if he promises to find someone to fix her dying plants.

Millie wreaks havoc on Haddison House when Joyce makes her work in the office until her latest manuscript is finished. Stan enlists Taylor's help in proving to Anna that he has good fashion sense.

When Millie hires Crystal to re-decorate her condo she gets into another tiff with her neighbour Lewis and vows to beat him at his own persnickety game. Stan attempts to help Joyce with one of her issues in order to prove that he's capable of being Millie's life coach.

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.