AI-native automation
Automate work across
Microsoft Outlook and 
Smartsheetby teaching Caddi like a new hire.
Pick any number of tools and Caddi automates them end-to-end. No workflow builder. You teach it the job once, the way you'd train someone new.
Help me automate intake PDF Filing in Microsoft Outlook and Smartsheet. Caddi builds the loop and runs it.
See it on your stack
See Caddi run Microsoft Outlook and Smartsheet together.
What Caddi is and how it works
An AI teammate that runs your back-office loops.
- Doesn't break. Caddi reads intent, so when fields move or UIs change, your loop keeps running.
- Taught like a new hire. Walk Caddi through the work once. Tweak it later by chat, with no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 70+ tools across legal, finance, and operations
One continuous loop.
- 01Measure
Caddi watches how the work gets done today.
- 02Create
You teach it the job once. The loop ships.
- 03Improve
Caddi flags upgrades to existing loops and new automations to deploy.
Practical ways to use Microsoft Outlook and Smartsheet together
- 01
Add row in Smartsheet when new email in Microsoft Outlook.
Caddi watches Microsoft Outlook for new email and add row in Smartsheet — no copy-paste, no missed records.
- 02
Send email in Microsoft Outlook when new row in Smartsheet.
Caddi watches Smartsheet for new row and send email in Microsoft Outlook so the two systems stay in lockstep.
- 03
Update row in Smartsheet from Microsoft Outlook events.
When new event happens in Microsoft Outlook, Caddi update row in Smartsheet with the right context attached.
Actions Caddi can take across Microsoft Outlook and Smartsheet
- Microsoft Outlook
New email
Triggers when a new email arrives in your inbox.
- Microsoft Outlook
New event
Triggers when a new event is added to your calendar.
- Microsoft Outlook
Flag set on email
Triggers when you flag a message for follow-up.
- Microsoft Outlook
Send email
Send a new email from your Outlook account.
- Microsoft Outlook
Reply to email
Reply to an existing email thread.
- Microsoft Outlook
Forward email
Forward an existing email to one or more recipients.
- Microsoft Outlook
Create event
Add a new calendar event with attendees and reminders.
- Microsoft Outlook
Move message
Move an email between folders.
- Smartsheet
New row
Triggers when a new row is added to a sheet.
- Smartsheet
Row updated
Triggers when an existing row is modified.
- Smartsheet
Add row
Append a new row to a sheet with cell values.
- Smartsheet
Update row
Modify cells in an existing row.
- Smartsheet
Find row
Search a sheet by text or column value.
- Smartsheet
Attach file to row
Add a file or URL to a row.
Common questions
How does Caddi connect Microsoft Outlook and Smartsheet?
Microsoft Outlook and Smartsheet just run together. You teach Caddi the way you'd teach a new hire: walk it through how you use them today, with no workflow builder to wire up. Caddi turns that walkthrough into a verified loop and runs it against Microsoft Outlook and Smartsheet end-to-end.
Do I need engineering help?
No. Whoever does the work today walks Caddi through it on a call, the same way they'd train a new hire. 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, and once the loop ships it runs as deterministic code, repeatable and logged, with any model step scoped and reviewable.
Can Caddi connect Microsoft Outlook and Smartsheet to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Microsoft Outlook + Smartsheet 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 that first walkthrough. The Caddi team reviews every loop before it runs in production.
Ready to automate Microsoft Outlook and Smartsheet?
Drop your work email and we'll show you Caddi running end-to-end against Microsoft Outlook, Smartsheet, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.