This paper discusses the result of two case studies performed in a large international company to test the use of chatbots for internal security training. The first study targeted 26 end users in the company while the second study examined 80 security specialists. From a quantitative analytical perspective there does not appears to be any significant findings when chatbots are used for security training. However there does appear to be qualitative data that suggest that the attitudes of the respondents appear to be more positive to security when chatbots are used than with the current traditional e-learning security training courses at the company.