AI email for Outlook

Your Microsoft inbox, minus the tab tax

Outlook mail in one window, the calendar in another, To Do in a third, and the thread that explains all of it somewhere behind them. Otto puts the three together for your Microsoft 365 or Outlook.com account, next to Gmail if you run both.

Open a thread and ask. Otto drafts the reply from the conversation, proposes the meeting on your Outlook calendar with attendees and time zone shown, and captures the follow-up in Microsoft To Do for the selected account. Each action comes back as a card. Sends, deletes and bulk changes only happen after you approve them.

Start with Microsoft

Choose Microsoft on the login screen and sign in with the account you already use for Outlook. A personal Outlook.com, Hotmail or Live address connects in one step. You do not need a Gmail address, and Otto does not give you a new one: your mail stays where it is.

The assistant, calendar, tasks and notes are the same ones Gmail users get. Nothing is held back for Microsoft accounts.

What you can do with Outlook in Otto

• Read and reply. Folders, threads, search and attachments, with new mail pushed in by Microsoft as it arrives instead of on a timer.
• Draft, send and schedule. Reply in your own voice, schedule a send, and undo one in the first seconds.
• Run the calendar. Propose times against your Outlook calendar, with a Teams link where the event is set up for one.
• Keep the follow-ups. Tasks sync with Microsoft To Do when the Microsoft account is selected.
• Clean up in bulk. Archive, move or delete across a whole search, with the scope on the card before you approve.
• Save attachments. Send a file to OneDrive without leaving the message.

Otto keeps message details for your inbox and folders, but does not copy full message bodies for the ordinary inbox. Content you choose to save in chats, notes or prepared work follows those features' retention settings.

Work and school accounts

Some Microsoft 365 organizations require an IT administrator to approve a new app before anyone can connect it. That is a Microsoft setting, not an Otto one. If you reach a screen that says admin approval is needed, open Settings, then Accounts, and share the approval link with your admin. They sign in once on the approval page, approve Otto for the organization, and everyone can connect from then on. Worth knowing before you plan the switch at 8am on a Monday.

Both providers, one set of habits

Plenty of people run a Microsoft 365 address for work and a Gmail address for the rest. In Otto both connect to the same app and the selected account decides which mail, which calendar and which task service you are working in, so a work reply cannot slip out from a personal address. One set of shortcuts, one assistant, two identities kept apart.

Where Outlook is its own thing

Outlook folders are not Gmail labels, and search behaves differently. Otto follows what the provider supports rather than pretending the two are identical, so a folder move, a search or a bulk action can behave differently on each side. If something comes back unsupported or unconfirmed, check the result before you retry rather than running it twice.

Otto or Copilot in Outlook

Copilot works inside Microsoft's own apps and depends on your license. Otto is a separate app that works on any Outlook.com or Microsoft 365 mailbox you can sign in to, and on Gmail too. The comparison with Outlook and Copilot sets out where each fits.

What it costs

Free covers one connected account, Outlook included, with core mail, calendar and tasks and an AI allowance. Plus starts at $6.99 a month and adds accounts, capacity and stronger models. See pricing for the current plans.

Connect it and see

Read the Outlook guide for the connection flow and the provider differences, the tasks guide for Microsoft To Do, and the calendar guide for the event controls. Running Gmail too? Gmail and Outlook in one place covers keeping them straight.