With the acceleration of digital transformation (DT), many Small and Medium Enterprises (SMEs) have had difficulty adapting, particularly in sectors such as heavy freight transport. This study investigates the challenges, barriers, needs, and expectations of SMEs which operate in the heavy freight transport sector, particularly in developing countries with a focus on digital transformation. To this end, this study proposes a methodology by application of the Quality Function Deployment to translate business needs into technical requirements, explores the available digital technologies that align with SMEs’ needs and analyzes their applicability. The proposed methodology provides a structured approach for SMEs in decision making regarding analysis and adopting digital technologies by considering their unique context and needs.