Software system usually faces changing and diverse requirements during its use. Traditional solution by redesigning and rebuilding of the system normally costs too much and is hard to maintain. An applicable solution could be employing tailorable system which allows for user customization in run-time. The contribution of this work is two-fold. On one hand it investigated the state of the art technology of tailorable system. On the other hand it tried to find out how to facilitate user tailoring by providing appropriate tailoring interface. A tailorable prototype with different type of tailoring interfaces was implemented acting as the experiment environment. These interfaces were script file type, wizard type and 2D interactive environment type respectively. In the experiment, three categories of user – customer, tester and programmer were identified. User effort in the experiment was evaluated to identify the best tailoring interface for the user. Results from the experiment show that there is no best interface for all the users. Design of tailoring interface should depend on the skill level of the user.