During the last few weeks I could participate in many interesting meetings, conferences and projects. All those occasions gave plenty opportunities for interesting discussions regarding many diverse topics with different groups of people participating. My conversational partners were students, IT Professionals (Oracle and Non-Oracle related), Oracle Product Management, friends and family. One topic which stood out, either direct or between the lines, was the state of digitalisation in everyday (work-)life. During this article, I want to recap some impressions and share my personal opinion on how to kick off a digitalisation journey.