Philosophical modeling is as old as philosophy itself; examples range from Plato's Cave and the Divided Line to Rawls's original position. What is new are the astounding computational resources now available for philosophical modeling. Although the computer cannot offer a substitute for philosophical research, it can offer an important new environment for philosophical research.The authors present a series of exploratory examples of computer modeling, using a range of computational techniques to illuminate a variety of questions in philosophy and philosophical logic. Topics include self-reference and paradox in fuzzy logics, varieties of epistemic chaos, fractal images of formal systems, and cellular automata models in game theory. Examples in the last category include models for the evolution of generosity, possible causes and cures for discrimination, and the formal undecidability of patterns of social and biological interaction.