as Jack Taylor: The intimidating and overprotective father/boss. Andy Richter as Red Taylor: Lisa’s problematic brother. Molly Shannon as Audrey: A disgruntled former employee.
as Tina: Another unexpected guest who adds to the chaos. Production and HD Availability My Boss's DaughterHD
When Tom’s boss, Jack Taylor (Terence Stamp), asks him to housesit, Tom sees it as the perfect opportunity to win Lisa over. However, his plan quickly spirals into disaster. Throughout the night, a series of uninvited guests—including Jack’s disgruntled ex-employees, a runaway owl, and Lisa’s older brother—descend on the house, leading to the destruction of the property and several high-stakes misunderstandings. Cast and Characters as Tina: Another unexpected guest who adds to the chaos
At the time of its release, the film received generally negative reviews from critics, who felt the humor was too reliant on gross-out gags. However, it has developed a minor cult following among fans of Ashton Kutcher's early work and those who enjoy the specific "house party gone wrong" subgenre of comedy. Throughout the night
The story follows (played by Ashton Kutcher), a mild-mannered researcher at a publishing company who has a crush on his tyrannical boss's daughter, Lisa Taylor (Tara Reid).
as Tom Stansfield: The well-meaning but clumsy protagonist. Tara Reid as Lisa Taylor: The object of Tom’s affection.
The film features a mix of comedic talent and veteran actors: