SendGuard for Outlook is a security add-in designed for organizations utilizing Microsoft Outlook and Microsoft 365, aimed at enhancing email safety. It significantly minimizes the risk of sending messages to unintended recipients and accidental information leaks by encouraging senders to double-check their chosen recipients and attachments, as well as flagging external email addresses and issuing warnings before a "Reply All" action is taken. Administrators have the flexibility to establish customizable rules for outgoing emails, which can include checks for sensitive data and various actions that can prompt, block, or delay the sending of messages; those opting for higher-tier plans can also benefit from scanning the content of attachments. Additionally, SendGuard provides features such as message delay and cancellation, branding options, and thorough logging of user activities. The add-in is compatible with Windows desktop and Microsoft 365 editions, facilitating centralized deployment and management. Notably, the Microsoft 365 add-in can be accessed through New Outlook, Outlook on the web, and Outlook for Mac, with mobile support for Outlook also included. This tool is especially beneficial for teams in sectors like professional services, healthcare, finance, and the public sector, who regularly handle sensitive email communications. Overall, SendGuard enhances organizational email security while streamlining communication practices.