In recent years, the digitization of business processes has become an increasingly relevant topic in the strategic development agenda of organizations. Nowadays, digital transformation is an important tool for ensuring the sustainable growth of organizations in uncertain conditions, reducing product development costs and the time to market, implementing advanced approaches to forming new qualities, and complying with the trends of scientific and technological development. Armenia has taken certain steps to establish the institutional and, first and foremost, the legal framework for the digital transformation of the business environment. However, the Armenian business community is still significantly behind in adopting and implementing advanced digital technological solutions, which is especially evident in the traditional sectors of the economy. From this point of view, an in-depth analysis of the challenges of digital transformation in Armenian commercial organizations and the identification of digitalization prospects are of significant analytical interest–this is the focus of the present research. Overall, the conducted analyses highlight the current state and trends of business process digitization in Armenian commercial organizations, identifying key challenges. Addressing these challenges is an important factor in effectively achieving the targets set in the digitalization strategy of RA.