8 Best AI Assistants for Multiple Outlook Accounts
We checked 8 AI assistants against two or more Outlook accounts. Which act across all of them, which make you switch, and which bill you per mailbox.
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We checked 8 AI assistants against two or more Outlook accounts. Which act across all of them, which make you switch, and which bill you per mailbox.
OpenAI says plugins beyond Gmail now take several accounts, but names no Outlook or tenant rules. Connect them to Carly and ChatGPT reaches all of them.
OpenAI says plugins beyond Gmail now take several accounts, but names no Outlook or tenant rules. Connect them to Carly and ChatGPT Work reaches all of them.
No. Claude's Microsoft 365 connector holds one Entra tenant, so a second work account replaces the first. With Carly, Claude reaches all of them.
No. Multiple account access is a licensing bridge for documents, not mailbox reach. With Carly, Copilot works across every Outlook account you own.
Claude Code reaches Outlook through MCP. Add every mailbox to Carly, register one server, and address all of them from the terminal by address.
Cursor's new Outlook plugin signs in one Microsoft account. Put every mailbox in Carly, add one MCP server, and work across all of them.
One Le Chat conversation can reach every Outlook mailbox you own, across tenants. Add each to Carly, register one custom MCP connector, route by address.
ChatGPT's Outlook app authorizes one mailbox. Add every Microsoft account to Carly, connect Carly once, and ask across all of them in one chat.
Claude's Microsoft 365 connector holds one account. Add every mailbox to Carly, connect Carly once, and work across all of them in one conversation.
Codex reaches Outlook only through MCP. Add every mailbox to Carly, register one MCP server, and address them all from the Codex CLI.
Gemini Spark has no Outlook connector at all. Add every mailbox to Carly, wire Carly in over MCP, and reach them from one Spark session.
Carly holds every Outlook mailbox you own and works across all of them in one Grok Bot chat. Grok Bot's own plugin signs in a single account.
Grok's Outlook connector reaches only the signed-in user's mailbox. Add every Microsoft account to Carly and reach them all from one conversation.
Perplexity's Outlook.com connector queries one inbox and cannot send yet. Add every mailbox to Carly and reach them all from one place.
Use Outlook accounts from multiple Microsoft 365 tenants in one ChatGPT Work task with Carly, with clear mailbox routing for every action.
Add multiple Outlook and Microsoft 365 accounts to Claude Cowork with Carly, then search, draft, send, organize, and schedule by mailbox.