Increased levels of digitalisation present major opportunities for efficiency in the oil and gas industry but can also contribute to new risks and vulnerabilities. Based on developments in the industry, the Norwegian Ocean Industry Authority (HAVTIL) has in recent years pursued targeted knowledge development and follow-up of company's digitalisation initiatives. This paper explores data collected through HAVTIL's audits of the development and use of automated systems within well operations. The analysis of the data resulted in the identification of five main topics related to the implementation of digital technologies. The five main topics were organisational complexity, follow-up and implementation of technology, analysis and documentation, user-interface and alarms and competence and training. Overall, the results support research findings within human factors and technology development, pointing out that there is a lack of focus on human factors in both development projects and in operations. In addition, this paper provides insight into how digitalisation initiatives are followed-up and explores the results from the analysis in light of the current developments in the industry.