[dehora]

Python is slightly easier in my experience to refactor and manage as the codebase grows, somewhat easier to get performance wins out of, somewhat easier to debug. But it's approximately in the same bucket as Ruby when it comes to tooling - put another way, you probably wouldn't switch to Python from Ruby because of the relative improvement in tool support.

I think Avdi's right in the sense that weak tooling is inevitable due to the language's properties. With Ruby and Python, what you gain in near term productivity and effectiveness you pay for later - your tipping point may vary.