- Automations
- Harvey + Microsoft Outlook
AI-native automation
Connect Harvey and Microsoft Outlook with AI
Pick any two tools and Caddi runs the loop between them end-to-end — no complicated workflow builder, no IT ticket.
- Doesn't break. Caddi reads intent, so when fields move or UIs change, your loop keeps running.
- Screenshare to set up, chat to improve. Show Caddi once on a screenshare. Tweak it later by chat — no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 70+ tools across legal, finance, and operations


Practical ways to use Harvey and Microsoft Outlook together
- 01
Send email in Microsoft Outlook when document ready in Harvey.
Caddi watches Harvey for document ready and send email in Microsoft Outlook — no copy-paste, no missed records.
- 02
Redline document in Harvey when new email in Microsoft Outlook.
Caddi watches Microsoft Outlook for new email and redline document in Harvey so the two systems stay in lockstep.
- 03
Reply to email in Microsoft Outlook from Harvey events.
When review requested happens in Harvey, Caddi reply to email in Microsoft Outlook with the right context attached.
One continuous loop.
- 01Measure
Caddi watches how the work gets done today.
- 02Create
You screenshare it once. The loop ships.
- 03Improve
Caddi flags upgrades to existing loops and new automations to deploy.
Actions Caddi can take across Harvey and Microsoft Outlook
HarveyDocument ready
Triggers when a document is queued for Harvey to process.
HarveyReview requested
Triggers when a redline or review is requested on a draft.
HarveyAnalysis complete
Triggers when Harvey finishes a summary, redline, or extraction.
HarveyRedline document
Send a draft to Harvey for AI redlining and markup.
HarveySummarize document
Generate a summary of a document or document set.
HarveyExtract clauses
Pull key clauses, terms, or issues from a document.
HarveyAnswer question
Run a research or document question against Harvey.
Microsoft OutlookNew email
Triggers when a new email arrives in your inbox.
Microsoft OutlookNew event
Triggers when a new event is added to your calendar.
Microsoft OutlookFlag set on email
Triggers when you flag a message for follow-up.
Microsoft OutlookSend email
Send a new email from your Outlook account.
Microsoft OutlookReply to email
Reply to an existing email thread.
Microsoft OutlookForward email
Forward an existing email to one or more recipients.
Microsoft OutlookCreate event
Add a new calendar event with attendees and reminders.
Microsoft OutlookMove message
Move an email between folders.
Common questions
How does Caddi connect Harvey and Microsoft Outlook?
Harvey and Microsoft Outlook just run together. All it takes is showing us how you use them — one screenshare, no workflow builder to wire up. Caddi turns the demo into a verified loop and runs it against Harvey and Microsoft Outlook end-to-end.
Do I need engineering help?
No. Whoever does the work today shows it once on a call. Caddi builds the loop. No code, no IT ticket.
Is my data safe?
Yes. Caddi is SOC 2 attested. The AI watches and builds the automation, but once the loop ships it runs deterministically — no model in the loop at runtime.
Can Caddi connect Harvey and Microsoft Outlook to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Harvey + Microsoft Outlook loop is live, Caddi suggests other tools and other workflows to fold in.
How fast can it go live?
Typical first loops ship within a week of the screenshare. The Caddi team reviews every loop before it runs in production.
Ready to automate Harvey and Microsoft Outlook?
Drop your work email and we'll show you Caddi running end-to-end against Harvey, Microsoft Outlook, and the rest of your stack.




