- Automations
- Expensify + Stripe
AI-native automation
Connect Expensify and Stripe 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 Expensify and Stripe together
- 01
Create customer in Stripe when new expense report in Expensify.
Caddi watches Expensify for new expense report and create customer in Stripe — no copy-paste, no missed records.
- 02
Create expense in Expensify when new charge in Stripe.
Caddi watches Stripe for new charge and create expense in Expensify so the two systems stay in lockstep.
- 03
Create charge in Stripe from Expensify events.
When report approved happens in Expensify, Caddi create charge in Stripe 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 Expensify and Stripe
ExpensifyNew expense report
Triggers when an expense report is submitted.
ExpensifyReport approved
Triggers when a report is approved for reimbursement.
ExpensifyCreate expense
Add an expense with amount, category, and receipt.
ExpensifyCreate report
Open a new expense report for an employee.
ExpensifySubmit report
Submit an expense report for approval.
StripeNew charge
Triggers when a successful charge is processed.
StripeSubscription created
Triggers when a new subscription starts.
StripeRefund issued
Triggers when a refund is processed.
StripeCreate customer
Add a new Stripe customer with payment method.
StripeCreate charge
Charge a customer's card or bank account.
StripeCreate invoice
Generate an invoice for a customer.
StripeCreate subscription
Start a recurring subscription for a customer.
Common questions
How does Caddi connect Expensify and Stripe?
Expensify and Stripe 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 Expensify and Stripe 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 Expensify and Stripe to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Expensify + 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 the screenshare. The Caddi team reviews every loop before it runs in production.
Ready to automate Expensify and Stripe?
Drop your work email and we'll show you Caddi running end-to-end against Expensify, Stripe, and the rest of your stack.




