Weekend King (2007)

"Weekend King" is the story of Rupert Coleman, a Silicon Valley computer programmer who made a fortune in the dot com boom. Stuck in an unfulfilling job, Rupert discovers an internet story about a bankrupt town in Utah called New Spring. Rupert sets out to buy the town and contacts New Spring's mayor to offer to purchase the town's property in order that it can pay off its debts. It's an offer the mayor cannot refuse, and Rupert becomes the savior of New Spring and transforms the lives of those living in it. Rupert falls in love with Jesse, a New Spring artist and shop owner. Rupert's love is unrequited until Jesse is led to believe that Rupert is also an artist after finding a sketch that was actually drawn by Rupert's friend and co-worker, Tom.