This document discusses tools that can help ensure email reliability by automatically responding to reports of undeliverability. It describes how Delivery Status Notifications (DSNs) and the Alternate Recipient Assignment Service from the X.400 protocol can help detect email failures and retransmit messages to alternate recipients. The document provides background on how SMTP works and how messages can get lost, before explaining how DSNs provide positive and negative delivery feedback. It also discusses issues with using alternate recipients and describes an implementation of these reliability tools as a Java proxy application.