STANDARD Inc., which has supported digital transformation (DX) promotion and in-house capability building at more than 1,500 companies, mainly large enterprises, has published a case study on its hands-on support for Taiju Life Insurance Company in developing DX talent, improving operational efficiency, and adopting generative AI solutions. The case study introduces the background and challenges faced by Taiju Life Insurance, as well as the company’s efforts and determination to create a company-wide environment that could turn DX initiatives into continuous action. Key challenges included defining a concrete DX promotion structure and talent development policy; selecting an effective curriculum for people who would lead workplace transformation; concerns that initiatives could stall due to organizational barriers such as busy schedules and lack of understanding from others; and the absence of a mechanism to connect learning with practical outcomes, investment decisions, and project development. STANDARD’s support included preliminary learning using TalentQuest assessment and e-learning; a six-day hands-on workshop integrating DX mindset, planning, and data utilization; follow-up training that reviewed issue-based initiative planning methods and added project management elements; support for creating quick wins using generative AI; and curriculum improvements for the second and third cohorts based on feedback from the first cohort. The results included company-wide visualization of DX skills and progress in talent development discussions by using DSS as a common standard across the group; clearer materials for considering specialist talent development through multifaceted analysis by industry comparison, department, and position; and a two-point average increase in assessment scores after e-learning. Success factors included deeper learning of both business analysis and data analysis methods, which improved training effectiveness and planning accuracy; high-quality