Gmail and Outlook mailboxes reaching one Perplexity conversation through Carly

Connect Multiple Email Accounts to Perplexity

Perplexity’s mail connectors carry one account each, and the Outlook side cannot send at all, but Carly lets one Perplexity thread reach every mailbox you own. Connect each Gmail and Outlook identity to Carly, add Carly to Perplexity once as a custom remote connector, and a single question can search or act in whichever inbox you name.

1. Add your Gmail and Outlook mailboxes to Carly

  1. Sign in at carlyassistant.com.
  2. Open carlyassistant.com/integrations.
  3. Find Gmail and Outlook, click Connect, and authorize the mailbox.
  4. Click Connect again for the next one, and keep going for as many mailboxes as you want.

Mix providers freely here. This is the step Perplexity’s own connectors cannot do: a second Gmail sits beside the first, and Outlook sits beside both. A Google Workspace or Microsoft 365 account may need administrator approval before authorization completes.

Carly connects to thousands of apps, so while you are on that page you can add your calendars, files, CRM, and anything else you want Perplexity to reach through the same connector.

2. Add Carly to Perplexity as a custom remote connector

  1. Open Settings → Connectors.
  2. Select + Custom connector.
  3. Choose Remote.
  4. Enter a name and https://carlyassistant.com/mcp/ as the MCP server URL.
  5. Choose the authentication option and acknowledge the third-party connector risk.
  6. Add the connector and finish authorization.

Perplexity’s remote connector guide supports HTTPS servers over Streamable HTTP or SSE, which is what Carly serves. Enterprise administrators can share a connector across the organization and decide whether members may add their own, and that member permission is disabled by default. If + Custom connector is missing, ask about that setting first.

What one thread can do afterwards

  • Search a personal Gmail and a work Outlook in the same question.
  • Compare a thread in one company’s mailbox against another’s.
  • Produce a morning briefing grouped by inbox.
  • Draft or send from the exact address you choose, including on the Microsoft side.
  • Label, move, flag or archive in the correct account.
  • Check several calendars for conflicts while writing to only one.

Nothing is merged and nothing is forwarded. Each mailbox stays an independent connection with its own authorization, and every account remains individually addressable by its full address.

Why a second Perplexity login is not the answer

Perplexity ties mail to the person, not the workspace. Its Outlook.com connector states that connecting “is done at a personal level,” so the account you authorize is the account you get. Perplexity publishes no second-mailbox setup flow for either provider and never says whether a second authorization is added, rejected or substituted for the first.

Where Perplexity’s own connectors do work

For one inbox and one calendar, the native connectors are genuinely fine. The Gmail connection searches and summarizes mail and reads and updates the primary calendar, and Comet is the surface Perplexity names for sending Gmail messages and creating events.

It breaks at the third account, the second tenant and the unattended run. A client mailbox, a second company after a merger or a personal address you actually answer all land outside the single connected identity, and nothing in Perplexity starts on its own when a message arrives.

Perplexity’s own connectors versus Carly

Perplexity’s Gmail and Outlook connectorsCarly
Gmail accounts at onceOneEvery one you connect
Outlook accounts at onceOneEvery one you connect
Gmail and Outlook togetherOne of eachAny number of each
Search across accounts in one answerNot documentedYes
Send from OutlookStated as futureYes
Send from GmailThrough CometYes, with attachments
Calendars per connectionPrimary onlyEvery calendar you connect
Starts when mail arrivesNoYes

Carly’s agents also carry their own name, email address and memory, so a colleague or client can write to one directly and the work begins on arrival rather than when you next open a thread. Around the mail sit thousands of other apps. Carly offers free Zapier-style workflows; AI agents from $35/month.

Connect every inbox at carlyassistant.com.

Quick fixes when a mailbox does not appear

ProblemFix
Connectors are missing entirelyConnectors are not on the Free plan; check which plan the login is on
+ Custom connector is absentAsk the Enterprise administrator to allow member-created connectors, which are off by default
The provider reused your signed-in accountChoose Use another account on the provider’s screen rather than the suggested profile
A work account stalls at consentA Google Workspace or Microsoft 365 administrator has to approve before authorization completes
A send from Outlook is refusedExpected natively; route the send through Carly
The wrong inbox answeredName the address in the prompt

Frequently asked questions

Can Perplexity connect to multiple email accounts?

Perplexity documents one Gmail connection and one Outlook.com connection, with no second-account flow for either. Connecting every mailbox to Carly and adding Carly to Perplexity once lets a single thread reach all of them.

Can Perplexity hold Gmail and Outlook at the same time?

Those are separate connectors, so one of each is the documented shape. A second Gmail or a second Outlook is where it stops, and that is the case Carly covers.

Can Perplexity send email?

From Gmail, through Comet. From Outlook, Perplexity describes sending as future functionality, even though the connector requests send permissions at authorization. Through Carly, both send.

Does Perplexity accept a custom MCP server URL?

Yes. Add a custom remote connector over Streamable HTTP or SSE. Enterprise administrators control whether members may create their own.

Will it tell me which account it used?

Through Carly, yes. Every action reports the source address, which is what makes cross-account work safe to trust.


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