In his early work, particularly in the "Tractatus Logico-Philosophicus," Wittgenstein aimed to address questions related to the nature of language, logic, and the relationship between language and the world. He sought to demonstrate a theory of language that could represent the structure of reality accurately. Wittgenstein believed that the primary function of language was to depict states of affairs in the world, and he attempted to establish a logical system that could capture this relationship. The catch of the book is that if someone understood it (as in if one had those thoughts expressed in it) then one at most can do is throw the ladder (as in seeing the world anew.) Which in some sense it makes is very special, contingent and delineate-ive book ever conceived. In a philosophers portfolio should be the starting book, the upgrade your thinking reading.

The main philosophical question he was addressing in this period was about the nature of language and its connection to reality. He was concerned with the limits of language and the idea that "the limits of my language mean the limits of my world." Wittgenstein argued that the structure of language mirrors the structure of reality and that philosophical problems arise from misunderstandings of language.

In his later work, especially in the posthumously published "Philosophical Investigations," Wittgenstein presented an extrapolated from of his earlier views. In which the signs and other forms of meaning had to be included too. Here, he focused more on the use of language in various social practices and everyday situations. Wittgenstein shifted from a representational view of language to a more pragmatic and contextual understanding. Where he had not given a definitive theory per-se, it delineates many other things as "meaning is use", foundation-less foundation, etc. Meaning is not fixed by a set of definitions or correspondence with reality but is rather embedded in the way language is used in specific social contexts.

Also in later Wittgenstein, through a multitude of left or compiled notes and writings, he addressed questions related to meaning, rule-following, and the nature of language games. His later philosophy aimed to dissolve traditional philosophical problems by showing that they arise from misunderstandings of how language functions, but also by delineating a multitude of concepts, principles we take for granted up to hints of how and if machines can be imbued with human cognition.