If you type “future of ironpython” into Google, you get a lot of results. A close look reveals that most of them are very old. The CodePlex site shows about a million total downloads since project inception. More concerning to me is that NuGet shows less than 35,000 downloads total as of 2015-05-13.
I’ve been using IronPython for dynamic business rules for five+ years and never had a single glitch (web app or WPF). I’ve used it for maintenance, application settings, reporting, validation, logging… the list is long. I’ve used it in multi-tenant web applications and in a super-high throughput WPF-based assembly line inspection system.