The CLR (now CoreCLR) is a 20-year work-in-progress. It's been constantly evolving, never spending much more than a week without changes and new features. Over the course of the talk, we'll choose the best CLR features that we should include in our fantasy CLR and then the ones that won't make the cut. We'll discuss the design choices (some historical, some very recent, some previously unknown) that led to the best and worst CLR features. Could we make this fantasy CLR the real one?