[XorNot]

We still seem to have fairly bad tooling for advanced debugging use cases.

There's no good reason you shouldn't be able to have an IDE maintain a text overlay of debugging points which is solely supplied as breakpoint scripts to the debugger instead.

IDEs seem to conk out at click to set breakpoint.

[bitwize]

That has literally been table stakes for Windows development since the 90s.

Not having the debugger fully integrated into your integrated development environment is strictly a problem of the commercial Unix and open source crowd and their "Real Programmers are fine with stone knives and bearskins" machismo.