Family policies have been expanded in many OECD countries, whilst developments along other welfare state dimensions have been characterized by retrenchment. Although the contribution of gender analyses of the welfare state to a better understanding of family policies is widely acknowledged, the literature so far has largely failed to provide a comparative account explaining the recent expansions of employment-oriented family policies in countries that were previously categorized as pursuing policies in accordance with the strong male breadwinner model. This article aims to make a contribution to the comparative literature by investigating the socioeconomic conditions and politics of employment-oriented family policy expansions in Britain and Germany since the 1990s. We pay special attention to processes of post-industrialisation and especially changed skill compositions as well as the role of key policy actors, with a special focus on organized business.