Technological development, data growth and the complexity of decision-making processes in the economy are increasing the demand for analytical skills. There is a noticeable shortage of analysts, hence the problem of how to accelerate the development of analytical skills among young people who are still studying, representatives of the Generation Z entering the labour market. The subject of the research is to diagnose the level of these competences, expressed in the formulated objectives: to determine the relationship between the level of analytical and digital competences of Generation Z representatives and to examine the similarities (or differences) between the assessment of the level of analytical competences using self-assessment and objectified knowledge tests. The selected competences of 1,870 secondary technical school students were analysed. For this purpose, a CART decision tree model was used, supplementing the data presentation with spatial mapping. In the sample examined, analytical and digital competences are strongly correlated. It has been confirmed that self-assessment, as a method of examining the level of students’ competences, is justified and reflects their real analytical thinking skills relatively well. The article makes an important contribution to the development of talent management and analytical competences in the conditions of dynamic digital transformation. Using the results will help in decision-making processes in education and on the labour market, support the development of analytical and digital competences, shorten training processes in companies, reducing their costs, and improve competence assessment processes.