Rapid technological advancement is transforming contemporary organizations and reshaping the future of work. Artificial intelligence (AI), automation, digital communication technologies, and data-driven systems increasingly influence organizational structures, managerial practices, employee experiences, and workplace interactions. While these developments offer important opportunities to improve efficiency, flexibility, and innovation, they also raise significant concerns about employee well-being, ethical responsibility, privacy, surveillance, and workforce adaptation. This chapter examines the evolving relationship between humans and technology from a human-centered perspective. First, it briefly discusses the historical evolution of workplace technologies, from the Industrial Revolution to the current era of AI-driven digital transformation. Second, the chapter explores human–technology synergy and emphasizes the importance of collaboration and complementarity between human and technological capabilities in organizational settings. Third, it examines the growing role of human-centered technology in supporting employee well-being, inclusivity, participation, and ethical organizational practices. The chapter also discusses the organizational implications of AI integration, including changes in job roles, decision-making processes, workplace flexibility, and employee adaptation. Finally, key challenges associated with technology integration, such as algorithmic bias, workplace surveillance, digital fatigue, and technological dependency, are addressed alongside potential future directions of human–technology collaboration. Overall, the chapter argues that successful digital transformation requires organizations to balance technological advancement with human values, needs, and capabilities. The long-term sustainability of workplace technologies depends not only on operational efficiency but also on organizations’ ability to foster ethical, adaptive, and mutually beneficial relationships between humans and technology.