The widespread diffusion of Internet has enables every college and education institute to develope cyber education systems to meet the multiple needs of students, but it is not true that the effectiveness of cyber education is fruitful in terms of evaluation systems. Most of the early developed web-based evaluation systems for cyber education require that all the students should solve uniformed test set which are included in the predetermined static HTML pages. Therefore, it is impossible to dynamically provide a test set with consistency and reliability. This paper purpose to describe the employment of simulated annealing in cyber testbank system for test set generation that satisfy all constraints. The constraints include number of items for each skill, method, domain, topic, and so on. This research developed two phase heuristic combining sequential test set generation algorithm with simulated annealing. As a result of computer simulations, it was found that the two phase heuristic outperforms the other algorithms.