The paper analyzes existing approaches to assessing the degree of readiness of an enterprise for digital transformation in the form of various criteria for the effectiveness of implementing digital solutions in business processes during product development, production, further sales and after-sales service. For different stages of creating added value of a product, there is a wide range of different information systems (human resources and assets management, financial management, ensuring the operation of information collection and processing systems, etc.) that increase the efficiency of both production and management. The introduction of digital solutions, despite the high initial costs of software installation and staff training, ultimately increases the company's competitive advantage in the market. This is due both to the flexibility of the modernization of the technological process (as opposed to manual labor), and to a drastic reduction in errors related to the human factor and the corresponding costs for their correction. An approach is proposed to assess the effectiveness of digitalization measures in the form of alternative production operations on the technological process graph. With the help of multi-criteria optimization methods, many Pareto optimal solutions (digitalization options) are constructed. The ratio of the number of graph vertices (digital solutions) included in the optimal path in the graph to the total number of digital solutions is considered the level of readiness for digital transformation of the enterprise.