My Boss' Daughter II (2022)

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Meet Will Pounder. Will Pounder is a middle aged man who has worked for a family business since he graduated college, he's received a generous wage increase every single year, even though his tech experience is outdated, and new college grads could do his job for much less cost, and spend less time on each project. He was fortunate that his boss so valued him as both a friend and as an employee, fortunate until his boss passed away, and his brat son took over the business.