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Jack tells readers about all the violence he experienced in prison. Also, Jack tells us about how his dad knew who all the criminals were in his town, but he never predicted that Jack would be a criminal too.

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Jack and his family move to Puerto and he gets a job as an electrician. After awhile he decides to return to Florida to graduate from high school and he lives with the Bacon family. Jack was drinking and partying all the time, and as a result the Bacons kicked him out. Then, Jack sleeps in his car, but finds a room at a motel called The King's Court.

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Jack continues going to school at Sunrise High which used to be a prison. His principal invites prisoners to speak in front of the students to share their experiences. Later, Jack attends a party where he smokes weed for the first time. Lastly, Jack decides not to go to the University of Florida because there are too many rules.

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Jack begins his road trip to visit the homes of famous writers so he can get inspired to write his own stories. His friend Tim Scanlon visits and they make a plan to sell some drugs so he can pay for college. Unfortunately the plan doesn't work and Jack loses $200. He does not write anything significant, and he continues to drink and smoke.

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St. Croix was beautiful but there was racial tension throughout the island. Jack tried to visit the Black Revolutionary party headquarters so he could write about it, but he got scared and ran to the bar.  A man named Rik asked Jack to build him wooden crate with a false bottom so he could ship drugs to the U.S. Rik and Hamilton offer Jack a job to sail the boat from St. Croix to New York and he accepts.

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Boats and boating--Equipment and supplies

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Jack and Hamilton practice sailing, but it does not go well because Jack does not have a lot of experience. To add, he and Hamilton do not get along well. Jack finds a green journal and decides to make it his own log of his adventures on the boat.

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Jack and Hamilton sail the boat from St. Croix to New York. There were many difficult moments on this trip including Jack taking photographs as evidence, they ran out of fuel and had old food to eat. Jack and Hamilton's relationship did not get any better.

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Hamilton and Jack finally get to New York and they meet Rik to sell drugs for the first time. During this time, Jack is extra paranoid about getting caught.

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Jack calls his father from Florida to discover that the authorities are looking for him. He travels back to New York to meet his lawyer, Mr. Newman who believes that Jack doesn't have to worry too much about his punishment. Unfortunately, the prosecution's lawyer, Mr. Tepper, has a lot of incriminating evidence.

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Jack waited at the Chelsea hotel before his sentencing day and he was hurting his face because he felt awful about his circumstances. He tried to apply to some colleges, he went to the bars, he watched the news about the prison riots and he buried the extra drugs in Central Park.

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Jack has his court day and the judge sentences him to 60 days - 6 years because he doesn't believe Jack feels remorse. Jack's father visits him and he feels ashamed. Then he goes to prison and he sees all the violence that happens.

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There are drugs everywhere in prison, however Jack is not using them because he wants to get out. Jack helps other prisoners in the hospital. Lastly, he meets with his parole board and they say he must come back in 2 years.