This paper aims to investigate the impact of monopoly power on the world of work within the logistics segment, particularly in the context of automation processes. We conduct a fieldwork analysis of three workplaces situated in Italy, each owned by distinct types of monopolies: a corporate monopoly, Philip Morris, the global leader in tobacco and cigarette production; a state-owned monopoly, Poste Italiane, the exclusive public provider of mail services within the national borders; and a novel form of digital monopoly that holds control over intangibles and exhibits monopsonistic control over labour — Amazon. Through a comparative examination of these three diverse forms of monopolies, utilising corporate-level metrics and patent data, we scrutinise the restructuring of labour processes following the introduction of Automated Guided Vehicles. Employing a qualitative analysis that includes semi-structured interviews with HR professionals, IT specialists, and workers, we underscore that powerful monopolies play a crucial role in shaping the trajectory of technological development, adoption, and utilisation. Despite notable distinctions observed among the three cases, we document a common trend of standardisation and codification of human activities when interfacing with automated machines.