Abstract: Based on the analysis of SSL protocol，under the Linux operating system environment，open source software OpenVPN was utilized to implement the VPN system based on the SSL protocol. The performance of OpenVPN system was tested and analyzed by using Wireshark capture tool，the results showed that the system can effectively solve the problem of security and reliability of data transmission. Finally，using Grails development framework to design a file distribution system based Web，and to solve the security problems of the OpenVPN system，such as the user′s certificate，key，etc.

Key words: SSL, OpenVPN, security, Grails, Wireshark