Interesting, I would think that there would be a lot of interest in joining a more established company (vs risk of startup) and use some of the new, shiny tools

Interesting, I would think that there would be a lot of interest in joining a more established company (vs risk of startup) and use some of the new, shiny tools. I'm a C#/.NET by trade as well, and this would apply for me. I'd recommend sticking to your gut on the Python track rather than converting. Of course it depends on the type of apps and the team, but I'd agree with your take. Good luck with your search!