[SebastienWae]

Yes, the "Writing a Linux Debugger" series in C++. https://blog.tartanllama.xyz/writing-a-linux-debugger-setup/

And more generally there is "The Debugging Book" in python. https://www.debuggingbook.org/

[emmanueloga_]

The last book is an example of a book that is really about debugging, not about debugger implementation. This is the case for most books you will find with a title matching /.debug./.

Debugger knowledge seems to be scattered across the internet and language implementations. Also I never found a language implementation book that talks about how to make the implementation friendlier/compatible with writing a debugger.