This chapter examines the main challenges posed by remote working from the perspective of occupational health and safety protection. Methodologically, the chapter utilizes a multi-level perspective and also focuses on how the temporal and spatial breadth of remote work affect health and safety at work and its regulations. The chapter analyzes the problem of applying the current concepts of effective working time and rest time to the new activity times that arise in remote work. The study also examines the problems that arise regarding controlling and recording working time in remote work, as well as the legal limits of the new forms of control used by companies. The need to articulate specific forms of digital disconnection and to introduce online working time as a psychosocial risk factor is addressed. The chapter also examines the implications of remote work for the management of occupational risk prevention. In addition to how occupational risk prevention planning is carried out, special attention is paid to the new occupational risks that may appear in the digital sphere, such as cyber-bullying, but also the increase in more traditional psychosocial risks, and the difficulties that arise in achieving an effective assessment of these risks.