Yah, rather then funding a project to make Rails easier to install on OSX (because it's not with the plethora information guides and bootstrap scripts), why not tackle real problems like concurrency and websockets in Rails.
While I understand the frustration, wycats, like any other open source developer gets to pick his battles.
Lowering the Rails entry bar is a good thing, making things simpler is a sign of maturity for a product.
To address your bit about concurrency and websockets in Rails, people are working on the issue, see the talks given by Ilya Grigorik for example, concurrency will be coming to Rails at some point. And so will the integration with client-side framworks like Backbone or Ember. It just takes time.
Agreed, but isn't this a good cause to fund to expatiate development.
A year or two back if you ask, "how do I built my bleeding edge web application" the answer normally was 'use Rails'. My point is the Rails has been sorely lagging behind other invitations.