In recent years, the old-fashioned cylindrical cup shapes are still widely used, and there are many defects which could not be solved yet. In the present research, the classical earing defects, which are mainly caused by the material mechanical property of the anisotropic property of the material (R-value), are focused on. The multi draw radius (MDR) deep drawing die is applied and investigated to achieve nearly zero earing defects by encountering the R-value during the deep drawing process. Based on the experiments, in different directions in the sheet plane, the somewhat concurrent plastic deformation could be controlled, and the uniform elongated grain microstructure and uniform strain distributions on the cup wall could be achieved. Therefore, on the basis of these characteristics, the earing defects could be prevented, and the nearly zero earing defects could be achieved. However, to achieve the nearly zero earing defects, the suitable MDR die design relating to the R-value should be strictly considered. In the present research, to apply the MDR die for the medium carbon steel sheet grade SPCC cylindrical drawn cup, the following was recommended: the large draw radius positioned at 45° to the rolling direction and the small draw radius positioned along the plane and at 90° to the rolling direction. Therefore, in the present research, it was originally revealed that the nearly zero earing defects could be successfully performed on the process by using the MDR die application.