The transport of livestock is an essential part of the supply chain of animal breeding for food production. The regulations imposed by the European Union to ensure animal welfare require constant monitoring and reporting of the animals’ health status and conditions before, during, and after transportation. However, the poor coverage and connectivity performance in rural areas hinder compliance with the regulations and the optimization of the livestock trading process. In this article, we introduce the main connectivity challenges for the livestock transport sector and propose potential solutions to overcome them. We also discuss how further digitalization would help optimize the livestock trading process.