The Italian system of professions is characterized by strong disparities between professionals recognized by the state and non-regulated professions, dividing professionals in terms of protection from market and personal risks. As a consequence, the absence/presence of public regulation is not neutral, but has a direct impact on three factors: education and training, acknowledgement, and welfare integration. This article address this issue explaining the divergences between self-employed representatives of two professions (architects and management consultants), considered as idealtypical examples of those disparities. The investigation has confirmed strong cleavages in terms of education and welfare system access, but not in terms of acknowledgement, that still represents an issue for both the professionals considered. Furthermore, our analysis demonstrates that this fragility is partially balanced by a growing interest in self-organization, which acts as a convergent strategy for both regulated and non-regulated professionals in order to deal with increasing instability in the market and social vulnerability.