Who's Your Boss?
Upstart employee Jackson Cooper is aiming for the upcoming promotion, but his boss, Dalton Riley, isn't tipping his hand as to who will get it. Jackson reiterates his qualifications, and Dalton thanks him for the discussion, assuming that's the end of it. Jackson is ready to leave, but something inside him tells him to push his luck, so he turns and tells Dalton he'd like to show him why he thinks he's qualified for the position. Confused, Dalton watches as Jackson lowers himself to kiss him. Dalton tells Jackson he's his boss, and Jackson says he promises not to tell, eyeing the bulge in Dalton's pants. Enjoy Who's Your Boss?
Below are the streaming services currently carrying the movie “Who's Your Boss?” in Canada, along with how each offers it (subscription, buy, or rent) and a direct link. Licensing differs by market, so availability in Canada can differ from other countries.
Where to watch Who's Your Boss? in Canada
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Not currently available on the supported providers in Canada.
Availability can change as licenses rotate — confirm on the provider’s page before subscribing. Last checked: 17 Sept 2026.