We can’t think of everything up front when we’re designing a site. And more importantly, we need to see how people are using a site before determining what enhanced functionality or help features to add. There are obviously best practices we can preemptively incorporate, but simply adding every trick in the book isn’t the best approach. I personally get annoyed when a site or application is overly helpful.

If we want to truely create the best user-experience, then we need to build phase 2 [3,4,5] enhancements into the project budgets. I think almost anyone building a social site like this would understand the importance of rolling out new features as needed.