Connect guide

Connect Outlook to Perplexity

Updated 1 November 2026

Yes — Perplexity can read, search and reply to your Outlook through Mailopoly. Connect Outlook to Mailopoly by signing in with Microsoft, add Mailopoly to Perplexity as a custom connector, sign in and ask. One connection covers Outlook and every other account you own. Personal accounts (Outlook.com, Hotmail, Live, MSN) and work or school accounts both connect the same way, with a Microsoft sign-in rather than a password.

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This guide also covers Hotmail, Live.com, MSN, Outlook.de / .fr and other country domains and Microsoft 365 work and school accounts — the steps are the same.

Before you start

A Mailopoly account — 7-day free trial, no credit card.
Personal accounts (Outlook.com, Hotmail, Live, MSN) and work or school accounts both connect the same way, with a Microsoft sign-in rather than a password.
Perplexity Pro, Max or Enterprise — custom connectors aren't on the free plan. On Enterprise, an admin allows custom connectors first.

Connect Outlook to Perplexity in three steps

1 Connect Outlook to Mailopoly

Start a Mailopoly account at mailopoly.com/sign-up — 7-day free trial, no credit card.
Choose Sign in with Microsoft and pick the Outlook, Hotmail, Live or Microsoft 365 account you want to connect.
Grant the mail permissions Microsoft asks for.
Mailopoly starts syncing straight away. Cleanbox sorts the inbox as it arrives, so your assistant sees it organised from the first question.

2 Add Mailopoly to Perplexity

This part is the same whatever you connected in step 1.

Add Mailopoly to Perplexity

These steps are taken from public documentation, and we haven't yet checked each one in Perplexity ourselves. If a label doesn't match what you see, Perplexity's own help page, linked below, has the current wording.

In Perplexity, open Account settings → Connectors.
Choose + Custom connector at the top right, then Remote.
Name it Mailopoly and enter https://fastapi.prod.aws.mailopoly.com/mcp-server/ as the MCP Server URL. For Authentication choose OAuth 2.0 — there's no client ID or secret to fill in, Mailopoly registers Perplexity itself — and for Transport choose Streamable HTTP.
Tick the box confirming you understand the risks of custom connectors, choose Add, then click the Mailopoly card to sign in.
Sign in with your Mailopoly account, then choose what Perplexity is allowed to do. Reading, making changes and sending are separate permissions.
Back in Perplexity, ask.

Perplexity takes Mailopoly as a custom remote connector, so the only thing to paste is one address. Custom connectors are available on Perplexity Pro, Max and Enterprise; on Enterprise, an admin has to allow them for the organisation first.

Adding custom remote connectors — Perplexity Help Center ↗

3 Ask about your Outlook

Whatever you've connected to Mailopoly is what your assistant can reach. Some things people ask on day one:

Summarise what came into my Outlook Cleanbox today.
Find the meeting invite from Priya in my Hotmail and add it to My Day.
Draft a reply to the last email from HR from my work Outlook address.

What Perplexity can do with Outlook through Mailopoly

Search Outlook — and every other account you own — in one question. By sender, date, topic, or the half-remembered phrase somewhere in the body.
Read your Cleanbox, not your whole inbox. Mailopoly sorts Outlook as it arrives: personal and important mail in Cleanbox, promotions and newsletters in Other. Ask for either.
Summarise a thread, a day or a week. "What did the school send this week?" comes back as an answer, not a list of links.
Reply from your Outlook address, in your voice. Save a draft to Mailopoly for review, or send — sending is a separate permission and a confirm-first action.
Schedule a send for later, and cancel it if you change your mind.
Pull out invoices, events and deliveries. Amounts and due dates, calendar invitations, parcel tracking — extracted on arrival and added to My Day.
Find an attachment. Every attachment from Outlook lands in PolyBox, so "find the PDF the accountant sent" just works.
Unsubscribe, snooze, file and mark read from the chat, on whichever account the mail belongs to.

Reading, making changes and sending are separate permissions you grant when you connect, and you can revoke Perplexity at any time from Settings → Security in the Mailopoly app. More on the security page.

What goes wrong with Outlook, and the fix

Work or school accounts: if your tenant requires admin consent for third-party apps, your IT admin needs to approve Mailopoly before the sign-in completes.
More than one Microsoft account: connect each one separately — Mailopoly searches them together, and your assistant can reply from whichever address the thread belongs to.
No + Custom connector button in Perplexity: custom connectors need Perplexity Pro, Max or Enterprise. On Enterprise, ask your admin to allow custom connectors for the organisation.
The Mailopoly card says it isn't connected: adding the connector doesn't sign you in. Click the Mailopoly card in Account settings → Connectors and finish the Mailopoly sign-in.
Perplexity can't reach the server: check the address is exactly https://fastapi.prod.aws.mailopoly.com/mcp-server/, Authentication is OAuth 2.0 and Transport is Streamable HTTP, then remove the connector and add it again.