The influence of family systems on the entrepreneurial experience has been recognized for some time. This influence may be especially true for women entrepreneurs with children. Drawing on relational theories of career development, which acknowledge the role of relational contexts in shaping an individual’s career-life, this paper represents an initial effort to understand the career- life development of mompreneurs – a sub-group of women entrepreneurs. In the present research we examine how the relational context shapes, and is shaped by, both the choices and outcomes of career-life development of mompreneurs, as well as focusing on when individuals transit from being employed to self-employment in relation to a broader career-life context.