In 1919, when his Logisch-Philosophische Abhandlung (Tractatus Logico-Philosophicus), was finished but still unpublished, Wittgenstein sent the manuscript to Frege, and, as a consequence of that, they exchanged several fairly polemic letters in 1919 – 1920. Only Frege’s letters were preserved. The letters are highly compressed in content, and offer an interesting insight in how, mostly critically, one of the authors of whom Wittgenstein held highest esteem, thought about the content, style, and organisation of the manuscript. At the same time, we can get some impression from Frege’s letters how Wittgenstein reacted to his initial letter addressing the Tractatus, and how the subsequent exchange went. In this paper, I offer several observations concerning their exchange, and I compare it to the parallel exchange on the same matter between Wittgenstein and Russell.