Dean Cain! (I might have a problem.) This one sounds a lot like Help For the Holidays (though lacking Summer Glau)
“Ally (Emmanuelle Vaugier) is a smart young career woman who needs a new job. Samantha (Cynthia Gibb) is a busy Beverly Hills advertising executive/mom whose too-well-mannered kids need some fun in their lives. And Danny Donner (Dean Cain) is the tough-guy owner of a chocolate company who wants a major ad campaign immediately. Could it all somehow lead to the Christmas that changes everyone’s lives forever? Richard Ruccolo, Sierra McCormick, Jared Gilmore and Sarah Thompson co-star in this surprising comedy about little white lies, big holiday wishes, and a woman who may just find love in the most unexpected places by becoming A NANNY FOR CHRISTMAS.”
So having watching it, I’ll stick with Help For the Holidays. The heroine being ashamed of being a nanny bugs me. The story never decided if the mom was a bad mom or a harried good mom so her redemption at the end was not satisfying. Dean Cain was hardly in it. Why does he have star billing? Nope, next time I’ll just re-watch Help For the Holidays.