Category 1: - Simple Heuristics That Make Use Smart by Gigerenzer, et al. (http://www.amazon.com/Simple-Heuristics-That-Make-Smart/dp/0195143817/ref=sr_1_1?s=b

Category 1: - Simple Heuristics That Make Use Smart by Gigerenzer, et al. (http://www.amazon.com/Simple-Heuristics-That-Make-Smart/dp/0195143817/ref=sr_1_1?s=books&ie=UTF8&qid=1322242265&sr=1-1 http://www.amazon.com/Simple-Heuristics-That-Make-Smart/dp/0...). I have heard good things about this book but have not read it yet. Category 2: - Think Twice by Mauboussin (http://www.amazon.com/Think-Twice-Harnessing-Power-Counterintuition/dp/1422176754 http://www.amazon.com/Think-Twice-Harnessing-Power-Counterin...) - Influence by Cialdini (http://www.amazon.com/Influence-Psychology-Persuasion-Business-Essentials/dp/006124189X http://www.amazon.com/Influence-Psychology-Persuasion-Busine...) Category 3: - You already mentioned Michalko, but his other book, Thinkertoys, is also very good (http://www.amazon.com/Thinkertoys-Handbook-Creative-Thinking-Techniques-2nd/dp/1580087736 http://www.amazon.com/Thinkertoys-Handbook-Creative-Thinking...) Category 5: - Switch by the Heath brothers is excellent (http://www.amazon.com/Switch-Change-Things-When-Hard/dp/0385528752/ http://www.amazon.com/Switch-Change-Things-When-Hard/dp/0385...)