PixAlert email checker allows users of Microsoft Office 365 to discover and flag undesirable content circulated through email. This includes pornography images inbound and outbound from mailboxes. PixAlert email checker also allows organisations the capability of determining if employees are engaging in behaviour such as usage of bad language or abusive content. Additionally, sentiment analysis is used to find instances of bullying or inappropriate treatment of staff members on the network. Email checker also allows for flagging of edited emails protecting against fraudulent messaging.