1. “In my younger and more vulnerable years,” Nick Carraway from The Great Gatsby starts. The first part of the book revolves around the question, who is Gatsby? But what I always wondered was, who exactly is Nick Carraway?

2. As to the question of Gatsby, I find it interesting that there are so many similarities between Jay Gatsby from The Great Gatsby and Don Draper from Mad Men. Both went to war as poor men without any real place in the world. Both came up with different identities to hide their past. Both fell in love with beautiful women. The main difference was Don got the woman he chased after and became miserable. Gatsby died for a love that didn’t love him all that much and became a symbol of the Lost Generations of the 1920s.

3. F. Scott Fitzgerald also worked at an ad agency during the early part of his career. What would a Mad Men episode written by Fitzgerald have been like?

4. Fitzgerald wrote The Great Gatsby after the failure of his play, The Vegetable. He was deeply in debt and an alcoholic. He hoped Gatsby would become a success. It received mixed reviews and undersold at 20,000 copies when he had hoped for at least 75,000. In modern film terms, it was a box office disappointment. Some critics have suggested a novel about affluence in a time of economic depression would have been less than palatable for readers. By the time Fitzgerald died, The Great Gatsby had sold a total of 25,000 copies. He died believing he was a failure.

5. Bahz Lurhmann’s The Great Gatsby exceeded sales expectations at the box office, bringing in $51.1 million dollars starring millionaires acting as millionaires. READ MORE >