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This chapter examines the increasing use of remote work technologies, specifically webcam-based monitoring, and its implications for employee control in telework settings. Specifically, it investigates how technological controls influence managerial oversight, employee autonomy, and workplace relationships, particularly within the financial services sector. Through qualitative interviews with teleworkers and managers, the chapter explores the perceptions and acceptance of webcam monitoring. Findings reveal a tension between organizational control needs and employees’ expectations of privacy and autonomy. While technological surveillance enhances security and compliance, it also raises employee concerns about stress, hyperconnectivity, and managerial overreach. The study highlights key factors influencing employee acceptance of webcam monitoring, such as managerial transparency, educational approaches, and the proportionality of control measures. Additionally, the research underscores the necessity of balancing organizational oversight with employees’ rights and well-being. Practical recommendations include fostering trust-based managerial practices, clearly defining monitoring purposes, and ensuring compliance with legal frameworks. By analyzing the evolving nature of telework and control technologies, this chapter provides valuable insights for organizations navigating the complexities of remote work management.

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