Which Microsoft apps does it work with?

Outlook email and OneDrive, each through its own connection, and Outlook Calendar once you connect it. For your schedule, the Outlook Calendar page goes further.

Do I need to connect Outlook and OneDrive?

Yes. The first time you ask, askROI shows a Connect Outlook Email card in the chat, or a Connect OneDrive card for a file request. Sign in with Microsoft and approve access, and the request runs on your mailbox or files. You can switch a connection off for one chat from the composer's plus button, or disconnect it from Integrations.

Yes. You can connect Outlook Email and OneDrive and use them in chat on the free plan. Paid plans raise the usage limits and include more credits for Premium mode.

No. Sending is not available through the Outlook connection, so askROI saves drafts in Outlook and you send them yourself.

Does it work with shared mailboxes?

Not yet. It works with your own primary mailbox, not shared, delegated, or team mailboxes.

Can it change my OneDrive files?

It brings a file into the chat, makes the change, and saves the result back to OneDrive, and it asks whether to replace the original or save a new copy. It deletes, overwrites, or creates sharing links only when you ask.

Microsoft 365 AI assistant

Connect Outlook and OneDrive, then ask askROI which emails need you, what a thread says, or to draft a reply, and find or save files in OneDrive, from one chat.

Updated November 2026

Tap a field to fill it in

Nothing sends until you start, and you can change anything afterwards.

What you get

Text in the chatCopy it wherever you need it. Keep chatting to adjust the tone, length, or wording.

How it works

Ask about your inbox, a thread, or a OneDrive file, or describe a file to make and where it goes.
askROI reads what it needs from your connected Outlook mailbox or OneDrive, and saves drafts or files there.
Open the drafts in Outlook to send them, or open the file links it returns.

What people use it for

Inbox triagethe emails that need you, in order.
Long threadswhat was asked, promised, and left open.
Repliesdrafts in Outlook that you review and send.
Cleanupfind newsletters and subscriptions to clear out.
Saving filesdocuments, spreadsheets, decks, PDFs, and images saved straight into a OneDrive folder.
Finding filessearch OneDrive by name or topic and bring the file into the chat to work on.

Questions

Which Microsoft apps does it work with?: Outlook email and OneDrive, each through its own connection, and Outlook Calendar once you connect it. For your schedule, the Outlook Calendar page goes further.
Do I need to connect Outlook and OneDrive?: Yes. The first time you ask, askROI shows a Connect Outlook Email card in the chat, or a Connect OneDrive card for a file request. Sign in with Microsoft and approve access, and the request runs on your mailbox or files. You can switch a connection off for one chat from the composer's plus button, or disconnect it from Integrations.
Is it free?: Yes. You can connect Outlook Email and OneDrive and use them in chat on the free plan. Paid plans raise the usage limits and include more credits for Premium mode.
Can it send emails?: No. Sending is not available through the Outlook connection, so askROI saves drafts in Outlook and you send them yourself.
Does it work with shared mailboxes?: Not yet. It works with your own primary mailbox, not shared, delegated, or team mailboxes.
Can it change my OneDrive files?: It brings a file into the chat, makes the change, and saves the result back to OneDrive, and it asks whether to replace the original or save a new copy. It deletes, overwrites, or creates sharing links only when you ask.