This paper presents a pilot study about impacts that a generative system may have on the architectural design process. The study contains two empirical experiments. The generation experiment studies how experienced and novice designers will utilize such a design system. The formulation/generation experiment observes the problem formulation and solution generation behaviors of less experienced designers. Results of these experiments highlight two issues that require further investigations: 1) domain expertise and modes of interaction that concerns the implementation of future generative systems; and 2) learning through interaction that addresses the use of generative systems in education.