In this book the reader will find a tool-set of suggestions and thoughts, specifically selected for stimulating and enhancing a strategic approach to the early stage of assessment, validation and development of a business idea. This book doesn’t provide definitive solutions, nor a recipe for success, since definitive solutions and recipes for success (if they really exist) hardly can depend on reading a book. Rather, by taking inspiration from different philosophies and philosophers, each chapter will provide concepts, perspectives and examples that can help the would-be entrepreneur to widen, change or clarify her/his own point of view, in order to strengthen her/his strategic thinking. The process that strategic thinking helps us to accomplish is first of all aimed at putting a functional and useful order among our thoughts, and accordingly at figuring out which particular actions should be done and in which sequence. Founding and developing a business today is indeed more and more an exercise that must hold together in a harmonious and complementary way a vision and a practice. An idea, with its load of aspirations, intuitions and desires, and an operative strategy, aiming at defining options, choosing timing, and developing suitable products and services. In other words, running a business is today more than ever before an exercise of sense, of excellent sense, in fact. And philosophy, when it comes to looking for sense in things, can offer surprising theoretical and practical advices.