This paper deals with two relevant and interrelated directions of coal mining development. Firstly, the resource-saving complete extraction of reserves, and secondly, the intensification of mining activity through mining operations conducted on several seams. The objective of overworking of mine workings with a real representation of mining-and-geological and mining-engineering conditions has been formulated. Five peculiarities of the geomechanical models construction for overworking of mine works have been revealed and substantiated. The technology for performing a series of computational experiments is proposed. The task of the protecting pillar influence, which is located in overlying coal seam, on the state of mine working placed in the underlying coal seam has been solved. An optimal scheme for its maintenance is proposed.