Working with M365 adding
I use the Microsoft 365 connector for Outlook every day. Claude writes great emails and saves them as drafts, but three things still keep me doing manual work:
- Replies in the thread: I've noticed the connector has a reply-draft function. In my experience, though, Claude only creates a new draft instead of replying in the existing conversation. Has anyone found a reliable way to enforce this (skills, project instructions)?
- Signature: Drafts created through Microsoft Graph don't get the Outlook signature, and inline images (logo) are rejected. Are you using a server-side signature tool (CodeTwo, Exclaimer, etc.)? Or is there a better way?
- Attachments: This is the big one. Claude creates PDFs for me (letters, reports, meeting minutes), but I have to attach them to the draft myself. The connector doesn't seem to support attachments at all.
Has anyone built a working setup where Claude writes the reply and the generated PDF ends up attached to that draft automatically? I'm thinking of things like Power Automate flows, Outlook VBA macros, a custom MCP server with Graph's attachment endpoint, or browser automation.
I'd appreciate any setups that work for you. Thanks!