Tommy has boomeranged back to his parents residence and a dead end job after too many years in college. As he looks squarely at his fourth decade of life his smartphone convinces him the time has come for a change. A gift from his grandfather provides the means, so he embarks on the path of blues artists and beatniks before him--and hits the road. He immediately meets a damsel in hitchhiking distress who says her name is Mona. Her presence persuades him that the bright lights and dark clubs of Chicago might be his kind of town.So on a summer Saturday night they settle into a fancy hotel overlooking the beaches of Lake Michigan.On Sunday...Mona disappears.But she leaves behind more than a sweet memory that involves Tommy in the sort of cash flow problems he never imagined. While trying to sort out how to stay on the right side of the law and get back on the road, he meets a young criminologist who helps him, a DJ who doesn't, and a librarian who teaches him about the city, women, and the art of the makeover.After being lied to, punched, and witnessing a drive-by shooting--he is desperate to help Mona.If he can find her.