In the manufacturing industry, Highly-skills are recognized as one of the company’s strengths. So, how to inherit Highly-skills is one of the most important issues. But, there is no standard model for education. Currently, training is based on the experience of each instructor. Therefore, we propose to formulate a training plan using portfolio optimization. We adopted the LPM (Lower Partial Moment) and CVaR (Conditional Value at Risk) models. By using standard model, it is possible to objectively evaluate the succession of Highly-skills, and to create an efficient training plan.