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Main Characters
Matilda Smithwick: Matilda Smithwick (Maddie to her friends) is the proud owner of Little Guys Pet Care, a small but steadily growing dog walking company on Chicago’s North Side. Maddie loves her job and her life. Sure—she doesn’t have a girlfriend. But her best friend Dottie and her grandmother, Granny Doyle, are far more bothered about her lack of a girlfriend than Maddie is. As long as she has her rescued mutt Bart to keep her company, Maddie is perfectly happy.
Gwendolyn 'Dottie" Hunter: When she isn't busy pursuing the finer things in life or searching for her next wealthy ex, Dottie devotes her time to her best friend Maddie. Dottie's intentions are almost always good (at least where Maddie is concerned), but sometimes her delivery is a little...off.
Granny Doyle: Matilda's no-nonsense grandmother is her other best friend. She's happy to offer support, advice and delights from her kitchen, but don't even think about asking for the recipe her no-raisin oatmeal cookies.
Detective Fitzwilliam: A world-wearied member of the Chicago Police Department, Fitzwilliam dreams of the day he can retire and escape from "helpful" citizens like Maddie.
Officer Murphy: Attractive and flirtatious Chicago police officer.
Bart: Maddie's rescued mutt
Anastasia: Dottie's Russian Wolfhound