This paper explores how family influences the entrepreneurial orientation (EO) process in immigrant family business. To fulfill the purpose, we employ inductive multiple case studies using fifty-six in-depth interviews. We rely on seven cases of immigrant entrepreneurs of Chinese, Icelandic, Turkish, Cameroonian, Mexican and Libanese who established firms in Sweden. Our results suggest that EO development trajectories vary in regard to first and second generation immigrant entrepreneurs, low and high-tech sectors and host and home contries. Thus, family dynamics facilitates the development of entrepreneurial orientation over time through transfering across generations and contexts. Our study indicates that, through family dynamics, EO is developed as a transferring process of the founders' proactiveness, risk-taking and innovativeness between the family in the home and host country.