Information security (Infosec) has become a major challenge for all private and public organizations. The protecting of proprietary and secret data and the proper awareness of what is entailed in protecting this data is necessary in all organizations. How does simulation and training influence virtual communities of practice information security awareness over time and with a variety of security scenarios. Can members of a virtual community be significantly changed in how they respond to routine security processes and attempts to breach security or violate the security policy of their organization? How does deterrence play a role in this prevention and education? A study is planned that will train and test users of a virtual community of practice over a 3 month period of time, via a web interface, and using simulated events, to see if the planned security awareness training will be effective in changing their responses to the events and further testing.