The support information accompanying security software can be difficult to understand by end-users, who have little knowledge in cyber security. One mechanism for ensuring the integrity and confidentiality of information is encryption software. Unfortunately, software usability issues can hinder an end-user’s capability to properly utilise the security features effectively. To date there has been little research in investigating the usability of encryption software and proposing solutions for improving them. This research paper analysed the usability of encryption software targeting end-users. The research identified several issues that could impede the ability of a novice end-user to adequately utilise the encryption software. A set of proposed recommendations are suggested to improve encryption software which could be empirically verified through further research.