Over the last decade, new opportunities enabled by digital technologies have become the center of attention of companies. In fact, not only digital technologies transform businesses, but they also influence the way people interact and work. Organizations need to adapt to the rapid advances in the digital environment and shift their focus from digital transformation to digital maturity. However, it is still not clear which are the main strategic factors affecting the level of digital maturity of businesses. Based on a survey of 153 digital leaders, this study identifies key strategic factors of digital transformation and examines the relationship between them and digital maturity. Our results indicate that digital maturity is higher when a digital vision is shared by top management, where the vision is adequately communicated within the company, with employees requiring training in digital skills.