Can Claude attach files to Outlook emails?

What Claude can do in Outlook on its own

• Microsoft 365 connector: creates and replies to drafts on work accounts. Its draft tools have no attachment option, and it strips images and styled text. Anthropic's help page says “Attachments aren't currently supported in write tools.”
• Claude for Outlook add-in (beta): drafts replies in the Outlook compose pane. It can read Word and Excel attachments, but it doesn't add files or images.

So if you want Claude to prepare “the quote email with the PDF attached”, you still end up dragging the file in yourself.

How Draftbee adds attachments

Draftbee is a custom connector for Claude. It makes drafts from the emails you keep in an Outlook “Templates” folder, so a template's PDFs, photos and formatting come along automatically. Claude can also add files for one email, such as a quote it just wrote or a file from a web link.

• Attachments from your template, including large files
• Inline photos in the body, resized for email
• Your fonts, colours and signature kept
• Drafts only: it never sends, so you check every email first

Set it up in five minutes

1. Sign in with Microsoft at https://app.draftbee.app. Your 14-day free trial starts, no card needed.
2. In Claude, open Settings → Connectors → Add custom connector, name it Draftbee and paste https://app.draftbee.app/mcp.
3. Put an email you send often into an Outlook folder called “Templates”, with blanks like [Client name].
4. Ask Claude: “Use my viewing follow-up template for Sarah at 14 Elm Road and attach the brochure.” The draft appears in Outlook, ready for you to check and send.

Works with Microsoft 365 and Outlook.com mailboxes, on every Claude plan including Free. See pricing.