This paper examines the current challenges faced by logistics with a focus on the agri-food sector. After outlining the context, a review of the literature on the relationship between logistics and strategic management in gaining and increasing competitiveness in the agri-food sector is conducted. In particular, the flow of the paper is as follows: after examining the aforementioned managerial problem and its broader repercussions, the paper proceeds to address two main research questions. First, how and by which tools can digitization contribute to improving supply chain management and sustainability in logistics? Second, what are the main managerial and strategic implications and consequences of this for the agri-food sector in terms of efficiency, effectiveness, cost reduction, and supply chain optimization? Finally, the paper presents Italy as a case study, chosen both for its peculiar internal differences in logistical infrastructures and entrepreneurial management between Northern and Southern regions (which could be at least partially overcome with the use of new technologies and frameworks) and for the importance of the agri-food sector for the domestic economy (accounting about 25% of the country’s GDP), on which digitization should have positive effects in terms of value creation and sustainability.