- Automations
- Microsoft Outlook + Rocket Matter
AI-native automation
Connect Microsoft Outlook and Rocket Matter 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 Microsoft Outlook and Rocket Matter together
- 01
Create matter in Rocket Matter when new email in Microsoft Outlook.
Caddi watches Microsoft Outlook for new email and create matter in Rocket Matter — no copy-paste, no missed records.
- 02
Send email in Microsoft Outlook when new matter in Rocket Matter.
Caddi watches Rocket Matter for new matter and send email in Microsoft Outlook so the two systems stay in lockstep.
- 03
Post time entry in Rocket Matter from Microsoft Outlook events.
When new event happens in Microsoft Outlook, Caddi post time entry in Rocket Matter 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 Microsoft Outlook and Rocket Matter
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.
Rocket MatterNew matter
Triggers when a new matter is opened in Rocket Matter.
Rocket MatterTime entry posted
Triggers when a new time entry is recorded.
Rocket MatterNew invoice
Triggers when an invoice is generated.
Rocket MatterCreate matter
Open a new Rocket Matter matter with client and billing details.
Rocket MatterPost time entry
Record a time entry against a matter.
Rocket MatterAdd expense
Record a billable expense against a matter.
Rocket MatterAdd note
Log a timestamped note against a matter.
Common questions
How does Caddi connect Microsoft Outlook and Rocket Matter?
Microsoft Outlook and Rocket Matter 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 Microsoft Outlook and Rocket Matter 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 Microsoft Outlook and Rocket Matter to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Microsoft Outlook + Rocket Matter 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 Microsoft Outlook and Rocket Matter?
Drop your work email and we'll show you Caddi running end-to-end against Microsoft Outlook, Rocket Matter, and the rest of your stack.




