Finkie Finkelstein is a businessman from New Jersey who is a lovingly obsessed fan of Frank Sinatra. Finkie has modeled his life after his idol. He's seen all the movies, bought all of the records, and even formed his own little Rat Pack at work. All his life decisions are made with Frank in mind. Now if only he could let Frank know how much he means to him. Through a series of letters to his idol, Finkie's life unfolds - a life where Sinatra is center stage, while all the rest takes a backseat. In Sinatraland, Finkie's trials are numerous: a failing marriage, a strained relationship with both his daughter and his brother, and an ill-fated affair with an office coworker. But as long as Frank comes out with a new record or film, there's always hope. By turns riotous and poignant, Sinatraland lays bare the funniest and most twisted corners of the male mind and brings back to life America's most beloved bad boy.