Since antiquity, philosophy has aimed not only at theoretical insight, but also at personal development and transformation. This implies a new relationship to the self and the world, which can result, for example, from existential experiences triggered by the engagement with philosophical problems. Drawing on the examples of facticity and scepticism, this paper develops the thesis that transformative philosophical experience and a corresponding new view of the world can be accompanied by a new understanding of the philosophical problem that triggered (...) the experience. This would involve a non-propositional form of knowledge that is more than practical or phenomenal knowledge. A precise model of such a form of non-propositional insight could shed new light on the transformative dimension of philosophy and, with respect to, e. g., facticity and scepticism, provide a better understanding of limits of knowledge. (shrink)