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After getting fired from her job by her boss Sheila (Krista Allen), millennial Jane (Lissa Lauria) is unable to find stable work. So along with her best friend Lily (Elyse Levesque), they hatch a plan to feign homelessness to make a quick buck; finding different, creative ways to get money from strangers. Although successful at first, when Jane befriends an actual homeless girl, Elizabeth (Jordy Lucas), along with her ex-boyfriend Aaron (Curt Mega) showing up back in town to work with non-profit homeless shelters, Jane's life quickly begins to unravel! What's a girl to do when lying is your job and you start to bring work home with you?