For being able to meet societal need of increased public homecare service capacity there is a profound need for work environment development that paves the way for gender-equal, attractive and sustainable jobs. The sector is women-dominated and characterised by poor work environments and high rates of sick absences. To illuminate how the gendered norms, gender-creating practices and new public management interplay in the shaping of the work environment goes outside the scope of traditional work environment research. In this chapter, the aim is to provide new insights, mainly from an organisational perspective, on these aspects, as well as identify what kinds of changes that are needed in order to create more sustainable work environments. Data from two action-oriented research projects on homecare services will serve as examples from practice. Three dilemmas are identified that can illuminate the findings and serve as intersections for future change work: (1) organisational imbalances between the management system and the character of the work, (2) the need of going beyond the contexts of prevailing gendered expectations in order to change how organisational resources are distributed and (3) organisational imbalances between the NPM inspired systems’ rationalities and the need of learning and work environment development.