Digital transformation is business transformation. However, business transformation is not always a welcome change for every member of an organization. To carry out the transformation, leaders must bring together analog-thinking and digital-thinking. Analog-thinking is a way of utilizing traditional human strengths, such as wisdom and originality, while digital-thinking is a way of bringing about change by emphasizing the use of digital technology, logic and a systematic perspective. To manage the intersection of these two different ways of thinking, a CEO must execute an IT strategy hewing to the company's business principles. How this junction of analog-thinking and digital-thinking is managed is what makes or breaks Japanese-style DX. In this session I'd like to convey, as much as possible, my insights from four years of conducting digital transformation at the KADOKAWA Group, based on my earlier experiences at Microsoft and AWS.