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Summary
Four years ago, Dean graduated from high school and went full-time with his job at his godfather Bobby's auto shop. Two years ago, Dean's mom passed away, leaving him in charge of his younger brother Sam and the house. This summer, Dean realized he couldn't keep the house on his own, Sam went off to college, and Bobby dropped a bombshell: he's terminally ill and planning on leaving the auto shop to Dean.
Dean jumps to fix all the problems. He's got to find a boarder to afford the mortgage, attempt to micromanage his brother's life from across the country, ignore Bobby's imminent death, and contemplate getting an automotive repair certificate from the local community college.
There are just a couple of problems: he can't control everything, Bobby's not going to let him ignore reality, deciding to go back to school is harder than it seems, and his boarder is none other than his high school friend and crush, Cas, who is back in town to teach at the local elementary school and, apparently, turn Dean's life upside down even more.