The aim of the paper is to explore some crucial factors playing a significant role in employment decision-making in Italy. In particular, we aim at investigating the influence of family background on the choice to be self-employed rather than salaried; for this end, a series of regression models for categorical data is tested both on sampled workers, taken as a whole, and by gender separation. In this light, to test if the employment choice is context-dependent, environmental attributes are also modelled. In addition to a diversity of determinants, our results shed light on some differences between self-employed workers by first and second generation.
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