This chapter proposes an original analysis of the subtle reconciliation of digital transformation and responsible management within a French family-owned small business named "Les Bougies de Charroux". The research aims to understand better how digital transformation and CSR practices can be reconciled in artisanal family SMEs to work as levers of competitiveness. To achieve this aim, a systemic approach to strategic alignment resulting from the management of Information Systems is followed. The authors formulate a few key points to better support artisanal family SMEs in their digital transformation without denying their values and the specifics of their corporate culture. The study's findings relate to the issue of time. Another interesting conclusion refers to the need to involve all the actors in strategic change induced by digital transformation.