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Simone is Chelsea's super cool boss who gives her great advice and a chance to assert herself and show she deserves her promotion.

Maxine is Chelsea's assistant and friend, and she's devoted to her and loyal as can be even if Chelsea forgets it sometimes.

Keegan is Chelsea's best friend and roommate who is a bit needy and needs to learn a lesson about being independent.

Morgan Fairchild guest stars as Mrs. Claus on A Date By Christmas Eve and she brings all the magic and sparkle.

Fisher (Evan Williams) has it bad for his best friend and he can barely hide it, but she's the only who doesn't see it.

Chelsea has finally opened her eyes and realized that her best friend Fisher is the man for her on A Date By Christmas Eve.

Evan Williams stars as Fisher Dogherty in A Date By Christmas Eve, he happens to be the devoted best friend of Chelsea.

On A Date By Christmas Eve, Chelsea (Vanessa Lengies) is a very giving person who is often taken advantage of by others.

Blythe is someone who works wih Chelsea and stole her idea in order to get a promotion on A Date By Christmas Eve.

Rod is Chelsea's boyfriend, but he isn't a very good one nor is he who she needs on A Date By Christmas Eve.

On A Date By Christmas Eve, Chelsea (Vanessa Lengies) spends a great deal of time with her best friend who helps her with a work project.

On A Date By Christmas Eve, Chelsea (Vanessa Lengies) gets a surprise wreath as a present from someone.