Profound changes have taken place in working life where the rapid development of information- and communication technologies (ICTs) has changed the way work is organized. Today, an increasing number of employees perform their work regardless of space and time. This flexible way of working has been associated with blurred boundaries between the work and nonwork domains, positive and negative effects on work-life balance, increased work autonomy and productivity, but also with longer working hours, work intensification, and increased stress. This chapter is based on in-depth interviews conducted between 2015 and 2016 with 20 public and private sector managers in Sweden. Reflexive thematic analysis was used to investigate perceptions on leadership in telework; and experiences of managers’ own and their employees’ management of the boundaries between work and nonwork. Authentic leadership enabled open communication based on trust with employees, and subsequent clear agreements regarding work assignments, as well as supported managers’ own and their employees’ preferences and needs for work-nonwork boundaries. Although this study was performed before the COVID-19 pandemic, its results are believed to contribute to the ongoing debate on working life in the “New Normal” during and after the COVID-19 pandemic.