Small and medium-sized enterprises (SMEs) in Europe are conscious that their competitive position depends on their success to embrace digitalization challenges. However, some decision-makers in companies discard digital transformation because they do not understand how it can be incorporated into their businesses. Therefore, academia, research centres, and technological clusters are responsible for building the infrastructures and providing the support and the training that will progressively change this mindset. This paper aims to report an experience on designing a training program to train the trainers under the digital transformation topic. To define strategies to understand better the companies (and professionals) needs and motivations and the requisites to deliver the training course, the focus group methodology was applied. In this paper, we present a training program methodology and structure that intend to respond to industrial requests and, in this way to accelerate the digital transformation of companies, especially SMEs.