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Automate Microsoft Outlook with Caddi AI Agents

Built for professional services teams.

Yes, Caddi integrates with Microsoft Outlook. It runs 8 supported actions in Microsoft Outlook, including flag set on email, send email, and reply to email, and connects it to Gmail, Microsoft 365, and SharePoint. You show the workflow on a screenshare or describe it in chat, and change it in plain English as the work changes; Caddi builds it as verified code and runs it every time. No code, no IT ticket.

The differenceMost Microsoft Outlook integrations sync records between two apps and leave the steps in between to your team. Caddi runs the whole job across Microsoft Outlook and every tool it touches, including the screens with no API.

Supported actions8
  • New emailTriggers when a new email arrives in your inbox.
  • New eventTriggers when a new event is added to your calendar.
  • Flag set on emailTriggers when you flag a message for follow-up.
  • Send emailSend a new email from your Outlook account.
  • Reply to emailReply to an existing email thread.
  • Forward emailForward an existing email to one or more recipients.
  • Create eventAdd a new calendar event with attendees and reminders.
  • Move messageMove an email between folders.

Need something that isn't listed? Teach Caddi the step the way you'd teach a new hire and it gets built.

How to automate Microsoft Outlook

  1. Connect Microsoft Outlook to Caddi

    Allow

    1Sign in to Microsoft Outlook

    One click with your own Microsoft Outlook login. No API keys.

  2. Automate claim email thread triage in Microsoft Outlook.

    Type it

    2Show or tell it

    Screenshare the job, or type it in chat. Change it any time.

  3. Running

    14 done1 for review

    3Watch it run

    Caddi does the work and flags anything unsure for review.

The details

What Caddi does with Microsoft Outlook

Why teams automate Microsoft Outlook

Outlook is where most professional services work begins. Caddi AI Agents read the inbox, classify what matters, and run the downstream workflow without anyone clicking a rule.

The inbox is the firm's biggest queue — and the biggest source of dropped work. Caddi turns it into a controlled pipeline.

Loops Caddi runs against Microsoft Outlook

  • Claim Email Thread Triage

    Real customer flow
    1. Microsoft Outlook

    Caddi reviews the oldest claim email threads, identifies what follow-up is needed, and sends the next email — reducing manual thread triage for legal operations teams.

    Claim-related outreach stays timely and automatically tracked.

  • New Matter Setup

    Real customer flow
    1. Microsoft Outlook
    2. NetDocuments

    Caddi extracts client and matter details from new matter request emails, creates the client and matter workspace when needed, and files intake documents with the right attributes.

    Matters are opened faster with cleaner setup and correctly filed intake documents.

  • Cash Receipt Reconciliation

    Real customer flow
    1. Microsoft Outlook
    2. SharePoint

    Caddi extracts invoice and payment details from cash receipt emails and writes them to the correct tracker row, reducing manual reconciliation work for billing and finance teams.

    Receipt data is captured faster and recorded more consistently.

  • Meeting Invitation Emails

    Real customer flow
    1. Microsoft Outlook
    2. Salesforce

    Caddi pulls verified client contact details to draft and send meeting invitation emails from a saved template and creates a follow-up task.

    Client meeting invitations go out automatically with consistent follow-up in Salesforce.

  • Next-Day Client Texts

    Real customer flow
    1. Microsoft Outlook
    2. Neos
    3. RingCentral

    Caddi identifies next-day follow-ups from the calendar, pulls the related case record, and sends the appropriate client text message.

    Clients receive timely follow-up outreach with less manual coordination.

  • Provider Bill Request Packets

    Real customer flow
    1. Microsoft Outlook
    2. Neos
    3. Adobe Acrobat

    Caddi generates provider bill request letters, assembles the required PDF packet, sends it to providers, and logs the activity to the case.

    Provider bill requests are sent and recorded more consistently with less manual coordination.

Where professional services teams use it

  • Inbound triage

    Watch Microsoft Outlook for new items, classify them, and route the right data to the right downstream system: CRM, matter system, or storage.

  • Cross-tool data sync

    Keep Microsoft Outlook in lockstep with your CRM, billing, or document system so the same record never has to be updated twice.

  • Document workflows

    Generate, send, and archive documents end-to-end using Microsoft Outlook alongside e-signature, cloud storage, and your system of record.

  • Notifications & approvals

    Send the right person the right Microsoft Outlook update by email, Slack, or Teams, and capture approvals back into the originating record.

Questions about automating Microsoft Outlook

Does Caddi have a real Microsoft Outlook integration?

Yes. Caddi runs verified code against Microsoft Outlook's official APIs (and uses a secure, audited browser session when an API isn't available). Every automation Caddi builds for Microsoft Outlook is reviewed before it runs in production.

Do I need engineering help to automate Microsoft Outlook with Caddi?

No. You demonstrate the workflow, clicking through Microsoft Outlook the way you normally would, and Caddi turns it into a verified, repeatable automation. No code, no IT ticket, no Zapier-style wiring.

Is my Microsoft Outlook data safe?

Caddi is SOC 2 attested. Our AI watches and builds the automation; once generated, it executes as deterministic code against Microsoft Outlook, the same steps on every run, and any model step inside a run is scoped, logged, and reviewable.

Can Caddi connect Microsoft Outlook to the rest of my stack?

That's the point. Most Caddi automations span 3-6 tools. For example: pulling data out of an email, updating Microsoft Outlook, filing a document in cloud storage, and posting a confirmation in Slack or Teams. Every tool on the integrations page is fair game.

How do I find what to automate in Microsoft Outlook?

Caddi Discover reads the activity in the tools you connect, read only, and ranks the repeated work worth automating with the evidence behind each finding. Unlike process mining, it does not stop at the insight: the person who does the work builds the automation in Caddi Automate, and Govern keeps every run and decision on the record.

Ready to automate Microsoft Outlook?

Drop your work email and we'll show you Caddi running end-to-end against Microsoft Outlook and the rest of your stack.