Both work and leisure are essential for well-being. Yet the ways in which we conceptualise work, leisure and well-being are in flux, reflecting, in part, the changing societal, economic and community contexts in which work and leisure take place. This paper first discusses the contested nature of work and leisure in relation to well-being, and then considers current evidence concerning the ways in which work and leisure are experienced in contemporary society. The emerging issues are then discussed drawing on two international studies which indicate the increasingly global nature of these concerns. The pervasiveness of the trend towards intensification of work, reducing time and energy for other activities, and the gendered impact of this trend are evident in both studies. Many commentators have noted the negative effects of current working patterns on well-being. Finally, some implications for guidance and counselling as well as future research, are explored.