This paper revisits the Derrida-Searle debate, an exchange that, unfortunately, did not lead to much, if any, mutual understanding. I will suggest that this failure can be traced back to key features of their respective theories. In that Searle and Derrida use their own theories of speech as resources in trying to understand each other, their unsuccessful communication can be used to reveal a great deal about the limitations of both their theories. My paper tries to draw out these limitations by analyzing specific moments in the debate. I also suggest concrete proposals for overcoming defects in each of the theories, proposals that, arguably, would make some mutual understanding more possible.