This article explores some of the ambiguities regarding employment for middle-aged and older women in the Netherlands. The data are placed within a discussion about the historical, cultural and political factors that define the conditions under which Dutch women can remain active on the labour market until they retire. One of the main obstacles for the women in question is the historically embedded and culturally nourished image of the ‘ideal housewife’, that has not (yet) lost its attraction in the Netherlands. A series of interviews with middle-aged and older career women points out that they are satisfied with their working lives, but their accounts also reveal the complexity of the paths that these women have chosen and the concessions they were forced to make in order to continue with their jobs. Their approach towards life demonstrates that the next generation of working women will still need to stretch the prevailing rigid social traditions.