One of the most promising approaches for replacing conventional power plants during the transition to clean energy is the conversion of existing coalfired power plants (CPPs) into nuclear power plants. This strategy offers numerous ecological and economic advantages. However, integrating a nuclear reactor with a steam turbine originally designed for a coal plant is far from trivial and involves significant technical challenges. The purpose of this work is to analyze and evaluate various options for coupling a HighTemperature GasCooled Small Modular Reactor (HTGR SMR) with a potentially suitable subcritical steam turbine from an existing CPP, thereby creating several repowering configurations. The main difficulties stem from the fact that the turbine was designed to operate with live steam at lower flow rates, temperatures, and pressures than those typically provided by an HTGR SMR. In addition, the feedwater temperature and pressure requirements for the HTGR SMR steam generator differ substantially from those in a CPP, leading at best to additional efficiency losses. Moreover, the overall thermal cycle layouts of the two systems are fundamentally different. Despite these challenges, technically feasible combinations can be achieved. However, determining which option is the most economically viable depends on numerous additional factors, including the specific characteristics of the individual CPP and the regulatory framework of the country in which it operates.