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Outlook and Hotmail in Claude and ChatGPT

In short

The Fezola Outlook connector lets Claude and ChatGPT search, read and draft replies in personal Outlook.com, Hotmail, Live and MSN mailboxes, through Microsoft Graph. You sign in with Microsoft, and drafts are created by default: nothing is sent unless you turn sending on.

Connect Outlook

Updated on

What your assistant can do

What your assistant can do
ActionRead or writeDetail
Search and list messagesReadAcross one or all your connected mailboxes, with the account named in each result.
Read a message or threadReadIncluding readable attachments: PDF, Word, text and images.
Create and edit draftsWriteReplies are created in the mailbox that received the message, with its address in From.
OrganizeWriteArchive, flag, move, mark read or unread, trash.
SendWriteOff by default. Turn it on yourself if you want it.

Personal Outlook.com, Hotmail, Live and MSN accounts are supported. Professional Microsoft 365 mailboxes are not supported yet.

When to choose Fezola

  • Outlook next to Gmail and iCloud: one connector for every mailbox, personal and custom domain.
  • Anthropic's Microsoft 365 connector: it targets Microsoft 365 work accounts (checked 11/11/2026); Fezola covers personal Outlook.com addresses.
  • The same connection in Claude and ChatGPT: one URL serves both. ChatGPT custom connectors are available on Business, Enterprise and Edu plans.
  • Safe by default: drafts only, you read and send yourself.
  • A shared Memory: your preferences follow you across assistants.

Several accounts

Add as many Outlook and Hotmail addresses as you like, next to Gmail, iCloud and IMAP. Each is a named source, and results carry their account label. Example: "Search all my mailboxes for the invoice from the plumber."

Questions to ask (example prompts)

  • “Summarize the unread mail in my Outlook inbox.”
  • “Find the airline confirmation in my Hotmail.”
  • “Draft a reply to the last message from my landlord.”
  • “What do I owe this week, across all my mailboxes?”
  • “Which messages are waiting for my answer?”

A typical use

Someone has an Outlook.com address and a Gmail address. They ask: "Find the airline confirmation, whichever mailbox it is in, and draft a reply asking for a seat change." The assistant searches both mailboxes, names the account the message came from, and creates the reply as a draft in that mailbox. You read it and send it yourself. Example scenario, not a customer story.

Safety

Fezola creates drafts by default, and sending is off until you enable it. Mail content is treated as data, never as instructions. You approve access with Microsoft's own sign-in, and you can remove the account in Fezola at any time.

How to connect it

  1. 1In Sources, choose Outlook and sign in with Microsoft.
  2. 2Add Fezola to Claude or ChatGPT at the connector URL.
  3. 3Ask about your mail.

Step by step: add a custom connector to Claude, add an MCP server to ChatGPT, FAQ.

Price

Free within your 2 free sources. Pro is unlimited, $9 a month or $90 a year, with a 7-day free trial.

FAQ

Does it work with Microsoft 365 work accounts?

Not yet; personal Outlook.com, Hotmail, Live and MSN only.

Can it send mail?

Not by default; drafts only.

Can I add several Outlook accounts?

Yes.

Does it work in ChatGPT?

Yes, as a custom connector on Business, Enterprise and Edu plans.

Which attachments can it read?

PDF, Word, text and images.

Keep reading

How to connect Outlook.com and Hotmail to Claude and ChatGPT

Connect an Outlook.com, Hotmail or Live mailbox to Claude and ChatGPT with Sign in with Microsoft, through Fezola: no password, drafts by default.

One shared memory for Claude, ChatGPT and all your AI assistants

Fezola Memory is one memory for Claude, ChatGPT and your other assistants, filed by project, encrypted at rest, with view, edit, export and erase.

Fezola FAQ

Answers to the questions people ask about Fezola: several Gmail accounts in Claude and ChatGPT, safety, ChatGPT support, price, and what you can connect.

Search all your email accounts at once with Claude (Gmail, iCloud, IMAP)

Ask a question and let Claude search every mailbox: how a multi-account search works, an example, the exact tools, and the limits to know.

Read email attachments with AI: PDF, Word and images, and what is not supported

PDF, Word, text and images attached to an email can be read by an AI if the connector exposes them. With Fezola, scanned PDFs, spreadsheets, archives are not.

Gmail in Claude and ChatGPT

Gmail in Claude and ChatGPT with Fezola: search every account at once, read attachments, drafts by default, several Gmail accounts behind one connector.

All connectors

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