This is seriously my favorite feature of other, actual IDEs. I work with Xamarin on a daily basis and the ability to have conditional and customizable breakpoints is killer.
Here’s a pretty good idea of what I’m requesting. I think a picture would do better in this situation. (This is from Xamarin Studio, now Visual Studio for Mac)
To me, the ability to run a custom function or even script when I hit a breakpoint would save a lot of time.