The paper focuses on the use of the fractal paradigm in enterprise modeling. It investigates whether the properties of fractal organizations can be applied in business analysis and whether this results in useful outcomes and new insights. Based on an adaptation and operationalization of properties of fractal organizations, two real-world cases are analyzed using the adapted properties. The contributions of this paper are (1) to adapt fractal organisation properties for use in analysis of enterprise models, (2) to present practical examples from two cases showing the application of the fractal organisation properties, and (3) to identify potentials and limitations of using fractal organisation perspective in enterprise model analysis.