During the last years the Swedish working life has been characterized by increased levels of sickness absenteeism, stress related health problems and a deterioration of the psychosocial work conditions. Since there are clear local variations concerning health at different workplaces, it is often stated that differences in working environment and work organizational factors constitute an important explanation. Several researchers emphasizes that leadership with a focus on developing human resource practices is a necessary component of high organizational performance. The purpose of this article is to explore if there are patterns in leadership values and methodologies connected to health outcomes and quality aspects. McGregor�s X and Y hypotheses plus three other hypotheses are used as a base for the analyses. Data has been collected by in-deep interviews with the leaders, questionnaires to both leaders and all employees, and human resource accounting figures. The leader views are mirrored with the employee views, by comparing qualitative and quantitative results in a step wise analyses process. Case study organizations are four public and four private organizations in northern Sweden. The study main findings are that leaders with more X hypotheses get lower results concerning employee judged leadership and quality aspects, and to some extent also lower results concerning health outcomes. Clear differences between the studied organizations are noted. One interesting result is that one organization (C1) positively distinguishes concerning quality and health aspects. A conclusion in this study is that Y oriented leaders work more intense with the TQM values continuous improvements, base decisions on facts, co-worker commitment and leadership commitment.