The aim of this paper is to shed light on how some determinants, especially in the spheres of family background, differently affect the heterogeneous category of self-employment across a set of transition economies of Eastern Europe, where more or less restrictive policies and different liberalization processes have been adopted over time. At this end, three-stage multinomial logit models as discrete choice models are estimated on 2005 EU-SILC data. Country-specific peculiarities of self-employment profiles are drawn and, although the occupational status is often devised in a dualist perspective, significant differentiations within the ranks of self-employed also exist