Influences
George Lucas - Not just because of Star Wars, but how he influenced the movie business
Kevin Smith - same reason as Lucas
Francis For Coppola - He's made great stuff in horrible conditions (anyone see Hearts of Darkness?)
Cameron Crowe
Premise: I loved the idea that Tom and Jerry would try a 16th century business plan today and in the same location. Once they make their escape, a wealth of possibilities are open to explore.
Story Structure: The structure is sound and works with the story.
Character: The basics of the characters are all there and work well. The supporting characters are the best and bring a lot of breadth to the story.
Dialog: The dialog flows and keeps the story moving.
Emotion: The stakes are high and we feel their pain along the way.
A few random notes:
I agree with 3 of Justin’s 4 comments about improving the story. I think the money works well for these guys and keeps the story going. Anything else they wouldn’t know what to do with.
I think the Caribbean is great backdrop for this story. Something else to consider is contrasting what pirates did 500 years ago versus these guys today. Just an idea.
The first two attempts at privateering were hilarious.
Juan, the deaf gangster was a nice touch.
All in all, it was a great read and a good story. I think you may have a contender here.
Good luck!