AI-native automation
Automate work across
Microsoft Outlook and 
Xeroby 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 daily payment posting in Microsoft Outlook and Xero. Caddi builds the loop and runs it.
See it on your stack
See Caddi run Microsoft Outlook and Xero 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 Xero together
- 01
Create invoice in Xero when new email in Microsoft Outlook.
Caddi watches Microsoft Outlook for new email and create invoice in Xero — no copy-paste, no missed records.
- 02
Send email in Microsoft Outlook when new invoice in Xero.
Caddi watches Xero for new invoice and send email in Microsoft Outlook so the two systems stay in lockstep.
- 03
Record payment in Xero from Microsoft Outlook events.
When new event happens in Microsoft Outlook, Caddi record payment in Xero with the right context attached.
Actions Caddi can take across Microsoft Outlook and Xero
- 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.
- Xero
New invoice
Triggers when a new invoice is created.
- Xero
Payment received
Triggers when a payment is recorded.
- Xero
New contact
Triggers when a new contact is added.
- Xero
Create invoice
Generate an invoice for a contact with line items.
- Xero
Record payment
Apply a payment against one or more invoices.
- Xero
Create contact
Add a new Xero contact.
- Xero
Create bill
Record a new bill against a vendor.
Common questions
How does Caddi connect Microsoft Outlook and Xero?
Microsoft Outlook and Xero 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 Xero 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 Xero to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Microsoft Outlook + Xero 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 Xero?
Drop your work email and we'll show you Caddi running end-to-end against Microsoft Outlook, Xero, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.