Ryan - hear what you are saying and reading your thinking.
Drawing across from a programme evaluation currently working on where 'process' is a critical element to look at, feel a look at Weick's sense making work fits well with your points and themes on the design approaches / thinking / realities.
Add who is doing what in the designing and how external factors are impacting the approach and the desire to have 'structure' in to which we can slot the variables is apparent