That's understandable. Recent versions of windbg have improved a bit in that regard. Most of the new functionality has been added to a more regular data model that you can browse through, and querying the data can be done using a "linq style" syntax so you can use programming knowledge instead of learning some arcane debugger commands. You still need to know the basics of flow control, but the shortcut keys for those are common with a number of other tools (e.g. F5 to run)

Any specific complaint with JavaScript as the choice? The biggest downside I'm aware of it's the lack of direct support for 64bit numbers. What language would you have preferred? Python maybe?