The research into the so-called dark side of digital workplaces investigates specific negative contributors to digital workplace stress: over-information, over-communication, over-system features, anxiety related to the digital workplace, and fear of missing out (FOM). It will also study the effects of this stress on employee well-being outcomes, more specifically, the concept of exhaustion and mental health, while considering demographic control variables like age, gender, education, and tenure. The research adopts a quantitative methodology. A survey schedule is carried out among digital workplace employees to gather data. The hypotheses (H1, H2, and H3) are tested with the help of techniques such as SEM to look at the relations between the independent variables and dependent variables. Control variables will be included in order to account for the effects because of differences in demographics. The research shows that the dark side effects of the digital workplace cause stress significantly (H1). Importantly, digital workplace stress directly harms employee well-being, resulting in higher resource losses and poorer mental health (H2). Stress, in turn, is indicative of a moderating or mediating role in connecting FoM and anxiety with well-being outcomes (H3). This study adds to the existing data concerning digital workplaces by pointing out the lesser-investigated adverse factors and their impact on employees’ welfare.