Building self-hosted two-way email conversations for AI assistants: lessons and tools

Short summary

AI assistants can draft emails easily but holding genuine two-way email conversations is much harder because most setups lack reply tracking, conversation linking, and self-hosted sending. The article uses a salon booking example to illustrate how replies get lost and how managed email providers can suspend accounts over odd AI-generated content. Reloop, an open-source tool, addresses this by providing a self-hosted loop that catches replies, cleans them, and keeps them linked to conversations.

• •AI email assistants struggle with two-way conversations because reply tracking and conversation linking are rarely built
• •Managed email providers can suspend accounts over slightly off AI-generated replies
• •Reloop is an open-source self-hosted tool that closes the email conversation loop for AI assistants

Generated with AI, which can make mistakes.