The Giver series - Lois Lowry - Mainly just the first book (The Giver) - Taught me that not everyone sees the world the same way. You can not know something until you see or learn of it.
The 7 Habits of Highly Effective People - Learn about great habits that will help you fall in line with your goals. Become a robot, but not for the system, more for yourself :)
Think and Grow Rich - I am by no means an entrepreneur or salesman. I do enjoy finding motivation in reading. In this book, it teaches you that seeking motivation is one of the best motivators for making things happen.
Lastly - How to Win Friends and Influence People - Dale Carnegie - Not about manipulation, but how to deal with people. I am not a very social person, and this book helped me tremendously. Basic conversation, and thinking about other people in a more human sense (knowing that they may not have had to best day, or they may be insecure themselves, etc.) Being thoughtful to them while still fulfilling your own needs.
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I hope these help
I second "The Giver" series. They are some of the most visual and memorable books I've read, and each of the books carry some great themes. And the way the separate stories are woven together is amazing. "Hitchhiker's Guide to the Galaxy" is also a good recommendation, I think. He might also enjoy the "Discworld" series by Mr. Pratchett.