The purpose of this article is to identify the main problems and deficiencies that prevent the teaching and implementation of entrepreneurial activities in the Republic of Moldova. Entrepreneurship is a very dynamic field, thus continuously improving methods of business organization, especially in the digital age. In order to ensure the successful development of entrepreneurship activities, it is necessary to examine the problems and shortcomings specific to entrepreneurship based on the vision of different actors, namely: companies, startups, incorporated companies and academic staff involved in training future entrepreneurs. Thus, this article is focused on identifying and analyzing the main problems and deficiencies that prevent the teaching and implementation of entrepreneurial activities in the Republic of Moldova, based on the results of the survey conducted within the Erasmus + Project "Connecting universitiesindustry through smart entrepreneurial cooperation & competitive intelligence of students in MD, GE and AM (CONNECT) ”. The analysis of the survey results was the basis for formulating justified proposals to improve teaching and implementation of entrepreneurship.