AI-native automation
Automate work across
Microsoft Outlook and 
Stripewith Caddi AI Agents.
Automate anything you do across Microsoft Outlook, Stripe, and the rest of your tools. Sign in, show or tell Caddi what you want, and it runs end to end. No workflow builder.
How to connect Microsoft Outlook and Stripe
Connect Microsoft Outlook to Caddi
Allow1Sign in to Microsoft Outlook
One click with your own Microsoft Outlook login. No API keys.
Connect Stripe to Caddi
Allow2Sign in to Stripe
The same click again. Both tools are connected.
Create customer in Stripe when new email in Microsoft Outlook.
ScreenshareType it3Show or tell it
Screenshare the job, or type it in chat. Change it any time.
- Running
14 done1 for review
4Watch it run
Caddi does the work and flags anything unsure for review.
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 · 150+ tools across legal, finance, and operations
Practical ways to use Microsoft Outlook and Stripe together
- 01
Create customer in Stripe when new email in Microsoft Outlook.
Caddi watches Microsoft Outlook for new email and create customer in Stripe. No copy-paste, no missed records.
- 02
Send email in Microsoft Outlook when new charge in Stripe.
Caddi watches Stripe for new charge and send email in Microsoft Outlook so the two systems stay in lockstep.
- 03
Create charge in Stripe from Microsoft Outlook events.
When new event happens in Microsoft Outlook, Caddi create charge in Stripe with the right context attached.
Actions Caddi can take across Microsoft Outlook and Stripe
- 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.
- Stripe
New charge
Triggers when a successful charge is processed.
- Stripe
Subscription created
Triggers when a new subscription starts.
- Stripe
Refund issued
Triggers when a refund is processed.
- Stripe
Create customer
Add a new Stripe customer with payment method.
- Stripe
Create charge
Charge a customer's card or bank account.
- Stripe
Create invoice
Generate an invoice for a customer.
- Stripe
Create subscription
Start a recurring subscription for a customer.
Common questions
How does Caddi connect Microsoft Outlook and Stripe?
Microsoft Outlook and Stripe 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 Stripe 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 Stripe to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Microsoft Outlook + Stripe 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 Stripe?
Drop your work email and we'll show you Caddi running end-to-end against Microsoft Outlook, Stripe, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.