Digitalization is one of the greatest challenges and opportunities of our time. While digitalization offers numerous advantages, organizations also face significant difficulties in implementing digital solutions, making it essential to examine the factors that lead to success or failure. This paper explores and contextualizes the success factors of digital solution implementation – technological factors, technology-organization fit, and management competence – through a systematic literature review (conducted in accordance with the PRISMA guidelines) and qualitative interviews. The qualitative research emphasizes the crucial role of project champions, process orientation, and experiential learning in the success of digital solution implementations in the Hungarian context.