Outlook.com and Hotmail now work in Claude (and ChatGPT on Business plans) with Fezola

Short answer: you can now connect an Outlook.com, Hotmail or Live mailbox to Fezola with Sign in with Microsoft, and ask Claude (or ChatGPT on Business plans) about it next to your Gmail, iCloud and other mailboxes. No password, no app password, no IMAP setting to find.

Why this matters

Outlook.com is one of the most used personal mailboxes, and it was the most requested one. Connecting it the classic way, over IMAP, often fails: Microsoft turns IMAP and SMTP off on many personal mailboxes, and the error messages do not say why. So Fezola does not use IMAP for Outlook at all. It talks to your mailbox through Microsoft Graph, the official Microsoft API, with the permissions you approve on Microsoft's own screen.

How to connect it

1. In Fezola, open Sources, then Add a mailbox.
2. Choose Outlook.com and click Sign in with Microsoft.
3. Pick your account and accept the permissions.

That is it: the mailbox appears in your list, and your assistant sees it through the same Fezola connector (https://api.fezola.com/mcp). You can revoke the access at any time, from Fezola or from your Microsoft account.

What your assistant can do with it

The same things as with every other mailbox in Fezola:

• Search the whole mailbox, by sender, recipient, subject, date or text, alone or together with your other mailboxes in one search. Each result names the account it comes from.
• Read a message or a whole conversation, and the attachments: PDF, Word, text and images.
• Prepare replies and forwards as drafts. The draft is saved in the Drafts folder of the Outlook mailbox that received the message, with that address as sender. You review it in Outlook and send it yourself.
• Organize: mark as read, flag, move, archive, junk or delete.

Drafts first, by design

Fezola never sends on its own. Sending exists, but it is off by default, and you switch it on yourself for each mailbox after reading what it implies. When a draft goes to an address the mailbox has never written to or heard from, Fezola says so, so that you notice a recipient slipped in by a malicious email before anything leaves.

And Claude's own Microsoft 365 connector?

Claude has an official Microsoft 365 connector, and it is a different tool for a different job. According to Anthropic's help article (checked 11 November 2026), it is available on all Claude plans and is set up for work and school accounts: a Microsoft Entra Global Administrator must grant a one-time consent, and on Team and Enterprise plans an organization owner enables it. The article says personal Microsoft accounts need no admin setup and are not shown on Team and Enterprise plans, but it does not name Outlook.com or Hotmail addresses, so check what your own Claude settings offer.

By default the connector reads and searches Outlook mail; sending, forwarding and drafting are optional write tools that the organization has to turn on, and they do not support attachments. If your mailbox is a work or school one, start with that connector. If it is a personal Outlook.com, Hotmail or Live mailbox, or you want it in the same search as your Gmail and iCloud mailboxes, that is what Fezola is for.

What is not supported yet

Work and school mailboxes on Microsoft 365 are not supported yet: today Fezola connects personal Microsoft accounts (Outlook.com, Hotmail, Live, MSN). If you need Microsoft 365, tell us at hello@fezola.com.

Try it

Fezola is free for 2 sources, so you can connect Outlook next to Gmail or iCloud without paying. Pro connects up to 20 sources for $9 per month, with a 7-day free trial.