The municipal school organizers and the school leaders’ collaborative efforts expanding the use of digital technologies in the Swedish educational system will be studied in the project DUVKOM, “Digitalization of the educational system in municipalities.” Based on data interviews and document analysis, the paper presents some preliminary findings: low digitalization competence of school leaders lead to teachers not being given the good prerequisites for working with digital technologies; low digitalization competence of teachers lead to digital tools are used for writing and searching only; the same digital platform should be used for communication, collaboration, and administration.