With the development of information and communication technologies, analysing new risks of moral harassment at work is becoming increasingly pertinent, especially with the expansion of teleworking and hybrid working (a mix of remote and face-to-face work per week) in the wake of the COVID-19 pandemic. In an attempt to respond to the new issues of labour regulation, this study places special emphasis on new risks of moral harassment in hybrid work and teleworking contexts, considering both the international and European framework and the legal regime in Portugal, identifying its specificities. With the rise in teleworking in the post-pandemic period, the online monitoring of workers has accentuated the difficulty in drawing the line between managerial power and harassment. Moral harassment at work is a persistent challenge and organisations must recognise, prevent and respond to inappropriate behaviour in the organisation. The results of this study—based on the results of an online survey completed by employees (with employment contracts)—show that teleworking employees recognise that they have been pressured, above all, both to respond to messages quickly and pressure to work beyond hours and suggest possible gender differences in the way harassment in hybrid work and teleworking contexts is reported.