The anniversary of 130 years since the birth of the Austrian-British philosopher Ludwig Wittgenstein constitutes a really good occasion to analyse the main coordinates of his life and work from the perspective of the relation between the principle of self- achievement and the creative thinking. Non-conformist thinker, who stirred many controversies yet during his life, Wittgenstein is the author of some philosophical texts of great difficulty and originality, over which the interpreters did not reach unanimous consent not even at this present time. But there is something that nobody disagrees upon, that is his extraordinary capacity to reconsider his own thinking presuppositions, thus directing his thinking towards purposes rarely seen before with the preceding thinkers. His exceptional creativity is objectivated in his works, very different from one another, such as Tractatus Logico-Philosophicus and Philosophical Investigations, which testify about the enormous effort of the author to remodel both his personal thinking, and those that would follow this thinking. That which astonishes, still, even more, is the inextricable rare unit between the work and life of Wittgenstein, his writings being the distillate expression of his trying to live an existence in full honesty, morality, and decency, towards himself and towards the others. He is, thus, one of the rare philosophers who lived correctly in order to think correctly, and conceived his life as the main resource of an unaltered thinking, and reciprocally. The testimonials of his contemporaries describe him to us as a role-model of singular genius of philosophising, whose impressive message on the moral unit between his life and his work remains still to be deciphered and assumed. From this perspective, our work aims at inventorying and analyzing certain specific features.