The paper considers how the agile concept can be included in the User Driven Design framework. This design method combines requirements and constraints of users and stakeholders. The agile concept can be treated as one of the requirements, which should be considered differently by various users and stakeholders. The design process depends on the application fields and has to be implemented accordingly to their characteristics. The case study of this research is a monitoring and management system that enables an adaptation of the conventional dairy supply chain to the agile supply chain strategy. Due to the personalised needs of every milk supplier and daily variation of the milk production, the efficient dairy supply chain requires a real-time data regarding adaptations to the changes. The system should accommodate not only changes dependent on external environmental conditions, but also unpredictable internal circumstances. The agile-based supply chain could help to maintain the high responsiveness and flexibility among the dairy plant, transportation provider and milk suppliers. An engineering solution evaluates the agile strategy. It includes hardware and software, which monitor and manage transportation as a part of the dairy supply chain. The solution is implemented and tested at a medium-sized dairy company.