A curling robot that can deliver the stone in Curling has been developed. The curling robot is aim to win in curling game with human. In previous paper, we reported mechanism and system of our stone delivery robot, physicals simulator to calculate the movement of the stone on the ice sheet and operation simulator for determining the delivery parameters. The result of game which performed developed curling robotic system vs. human was also reported. The result indicated the need to improve the system. This paper deals with improvement of an operation simulator and the result of second game against human team. The operation simulator improved consideration of probability of delivery error and parameter adjustment of evaluation function. Then, curling game was simulated by using new operation simulator against previous operation simulator. The curling robot had a curling game with human team using the new operation simulator. The curling robot lost the game even though there was no time limit. Evaluation result of new operation simulator and detailes of a game result and its evauation was reporter in this paper.