I only speak for myself, but I find that time spent inside a debugger is "lost", and bound to be re-spent again and again if you ever find new problems with the same code. I pretty much prefer to add assertions, logging and comments to my program, that will stay there and make further re-reads easier and more useful. As a matter of principle, I never use a debugger (except for assembly code, but that's rare nowadays).
You are certainly right, as I barely ever use a debugger and it is always an annoying experience. Can you suggest such good debuggers for C, Julia and Python?
Sounds like these "sessions and configurations" are important, and thus they should be formally part of the program, committed to its public repository for all to see and use. I call these things "tests" and write them using the same language as the rest of the program, and run them frequently to be sure that they don't get out of sync with the program itself.