In today's society it has become increasingly common to take advantage of the opportunitywhere the working conditions are pushing the boundaries for jobs, both physically and temporally. Being flexible and independent is thus a significant change that may challenge the individual's way of limiting himself to work and life. The purpose of this essay is to investigate whether there is a difference between women and men's experience of boundaryless work and whether there is a difference in experience due to generation. Furthermore, the purpose is to investigate the factors that influence the perception of conflict of roles among white collar workers. Prior studies have concluded that gender bias is prevalent throughout the workforce, making it harder for women to achieve stable work-life balance. Furthermore, studies into the generational differences among societies have shown that communities deal with delimitations in different methods. This quantitative study based on a survey including 157 white collar workers shows that there is a correlation between younger generations and a higher degree of perceived conflict of interest. Gender differences regarding boundaryless work and conflict of roles are something that could not be confirmed in this study. However, the result suggests that there are differences within households which may be detrimental to women. At last, the study suggests that home-based demands and to perform work outside the workplace are factors that can increase the risk of experiencing conflict of interest.