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Outlook Integration & Workflow Automation

Run Outlook on autopilot. Keep the veto.

301 actions5 triggers

Replies go out, meetings get cancelled, and drafts send before you've seen them. Rills proposes every Outlook action and waits for your call before anything ships.

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Interactive. No signup. 14 days free · approvals always free.

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02. The trust layer

Most automation fires first, asks later. Rills shows you the change before it ships.

Every consequential communication action from Outlook arrives on your phone first. Approve in seconds. Decline without explaining yourself. Workflows wait, paused at zero cost, until you decide.

Queue 3

OUTLOOK · DRAFT SEND REVIEW
72

Send 9 pending client drafts sitting in your Outbox?

9 drafts · oldest queued 3 days ago

3 contain pricing figures not yet confirmed

Same batch pattern as last Wednesday's send

SWIPE → APPROVE
Illustrative. Your real proposals match your data and your approval history.
  1. Free to wait. Free to think.

    Approvals and logic don't cost a credit. Pause a workflow for three hours or three weeks. The price is the same: zero. You only pay when something real happens: an AI call, an outbound action.

  2. Approve from your phone in five seconds.

    Swipe right when you're sure. Decline when you're not. Between meetings, mid-coffee, on the train. No dashboard to babysit, no inbox triage, no 3am stomach-drop wondering what shipped while you slept.

  3. Routine cases graduate themselves.

    Every approval feeds a confidence score for that exact workflow shape. The obvious cases (the ones you've green-lit fifty times) start running on their own. The judgment calls still come to you.

03. Overview

About Outlook automation

Emails send, calendar invites go out, and contact records get overwritten before you realize the AI had the wrong context. Outlook automation moves fast, and the mistakes land in your inbox as replies from confused clients or no-shows you can't explain.

When Outlook runs unsupervised

One wrong instruction and things ship before you'd have a chance to review them. Automated communication flows hit real inboxes and real calendars with no pause for a second look.

  • A Send draft operation fires a client-facing message with the wrong pricing before you've confirmed the deal.
  • An Update user calendar event reschedules a recurring meeting across six attendees because a conflict was detected incorrectly.
  • A Cancel user's calendar event removes a call you actually needed to keep, and no one gets a heads-up.
  • A Forward user calendar event copies a sensitive internal meeting to an outside contact who shouldn't have seen it.
  • Find Meeting Times proposes slots and the next step books them without waiting to see if your availability had changed.

What Rills does inside Outlook

Rills sits between the trigger and the send, holding proposed actions like Send draft, Update user calendar event, and Find Meeting Times in a queue until you decide. Nothing goes out to an inbox or a calendar until you say so.

The email still sends; you just see it before it reaches anyone.

When Outlook events should and shouldn't act on their own

Not every Outlook trigger carries the same risk. Some follow a pattern reliable enough to run without a review; others touch something too client-visible to skip a human check.

  • OUTLOOK_MESSAGE_TRIGGER: Routine sorting and folder-copy operations on inbound mail are low-stakes and follow consistent patterns, making them reasonable candidates to graduate to autonomous handling.
  • OUTLOOK_EVENT_CHANGE_TRIGGER: Calendar changes touch other people's schedules and carry real consequences if the AI misread the context; these should always wait for your approval.
  • OUTLOOK_SENT_MESSAGE_TRIGGER: Post-send logging or CRM tagging is safe to automate once the pattern is stable and no content changes are involved.
  • OUTLOOK_CONTACT_TRIGGER: Contact updates that affect communication records or segment membership should stay supervised until the matching logic has a long track record.
  • OUTLOOK_EVENT_TRIGGER: New meeting invites that trigger outbound replies or rescheduling proposals are too client-visible to run without a confirm; keep them in the approval queue.
04. Triggers

What wakes Rills up in Outlook

When these events fire, Rills proposes the next move and waits for your call.

  • webhook

    OUTLOOK CONTACT

    Fires when a new contact is added to your Outlook contacts. Use this to sync new contacts with other systems or trigger follow-up actions.

  • webhook

    OUTLOOK EVENT

    Fires when a new calendar event is created in your Outlook calendar. Use this to automate notifications or downstream tasks when events are scheduled.

  • webhook

    OUTLOOK MESSAGE

    Fires when a new email arrives in your Outlook mailbox. Use this to automate workflows whenever you receive incoming messages.

  • webhook

    OUTLOOK SENT MESSAGE

    Fires when you send an email from your Outlook mailbox. Use this to log communications, trigger follow-up actions, or update external records.

05. Actions

What Rills can do in Outlook

3 of 301 actions across reads, writes, and updates.

  1. 01

    Create calendar event for user

    Adds a new event to your Outlook calendar with specified date, time, and details. Use this to schedule meetings, appointments, or reminders directly from your applications.

  2. 02

    Batch move messages

    Efficiently move multiple Outlook messages to a destination folder in one operation, saving time when organizing large volumes of emails. This is ideal for solopreneurs who need to quickly sort and archive messages without making individual API calls for each email.

  3. 03

    Create email draft

    Compose and save a new email draft in Outlook with subject, body, recipients, and optional attachments before sending. Use this to prepare messages ahead of time or save work in progress.

06. FAQ

Common questions about Outlook automation

07. NEXT MOVE

Approve every Outlook change before it ships.

14 days free. No credit card. About 90 seconds to your first proposal.