Purpose: The aim of this article is to identify and assess the key problems of the city of Rostov-on-Don in social and labor aspects in order to determine the competitive position of the city relative to the million-plus cities regarding its advantages and key trends. Structure/Methodology/Approach: To realize the goals of strategic planning, it seems appropriate: first, to obtain an analytical assessment of the state of the social and labor sphere of the city of Rostov-on-Don; second, to obtain a comparative assessment of the state relative to the cities of one million Russian citizens; third, to formulate the key problems that have arisen in this field and, fourth, to formulate the competitive position of the city of Rostov-on-Don. Results: To arrange strategic directions for the development of the city of Rostov-on-Don, authors determined the competitive position of the city in the social and labor sphere in the form of advantages, key problems and key trends. Practical implications: The results could be implemented at the municipality level in the formation of the spatial policy of urban development and improving the quality of life of the population. Originality/Value: The main contribution of this study is to implement a system approach to the process of improving and developing information and analytical support for the management of municipal territories.