The Digital Twin concept involves the transition to digital representations of factory floor equipment, the computerized simulation of processes and the visualization of data in real time. This type of digital transformations can be considered radical, encountering barriers in its implementation either due to resistance to change by the different elements that make up the industry or due to the disruption it can cause in the production process. The start of production on an assembly line is usually preceded by a checking procedure of parameters/conditions of the equipment present on the assembly line, using a sheet of paper containing the list of items to check and validate. In this article we describe the adoption of a paperless checklist to verify the configuration of assembly line equipment at production bootstrapping. A training program to coach the employees for a successful digital transition is also presented and discussed. Both the digital checklist and the training program are validated in a real-world industrial scenario. The results highlight the advantages of the digital approach given to the checklist with a multi-access viewing and maintenance of data for later analysis, with the training plan demonstrating effectiveness in breaking down barriers and resistance to the adoption of a new working method.