Abstract: Computer-based systems and method for automating the workflow for generating and sending e-mails with attached reports to external recipients in order to reduce security breaches in certain business reporting processes. The system may utilize a first computer system that may import data eligible for attachment to be sent with the e-mail based on user-entered search criteria. The attachments may be strongly encrypted using an encryption program on the user's computer. In some embodiments, a password for decrypting the attachment may be unique to combination of third party (e.g., trading name) and the role of the external recipient with respect to the attachment.