We help plugin and theme developers to get those type of insights and usage tracking using Freemius Insights. Before Freemius, there was a designated tool for theme devs called PressTrends.

I gave a talk at WordCamp Toronto about Next-Generation Data-Driven Plugin Development that discussed exactly that topic. Unfortunately, all the Toronto videos are still not on WordPress.tv.

Our community is building products blindly, while other ecosystems like mobile apps track every user engagement to produce better products with greater UX. It's about time we move forward.