The main issue I do face when doing Pharo dev at the moment is that there is always this feeling of risking getting locked out of the image.
It happens every once in a while for weird reasons.
Now, with configurations, Monticello and some changes file drag and drops, it is tolerable.
But there is that fear of getting the image to freeze. The Cmd + . not working at all times add to that impression.
Things like Oz and a remote browser to an image may alleviate that at one point in the future.
Now, Xcode also freezes at times, and good luck for finding what's wrong.
The ability to regain control is really what could be a great plus to the platform. As far as I am concerned, as a developer, I hate not having control on what's going on when coding. That may be a psychological trait. And yes, OO isn't about understanding it all before doing anything.
But facing a frozen image with no way to get it back is really deeply frustrating. Especially with no way to understand why it went dark.