AI-native automation
Automate work across
Expensify and 
Rocket Matterby 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 calendar + in Expensify and Rocket Matter. Caddi builds the loop and runs it.
See it on your stack
See Caddi run Expensify and Rocket Matter 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 Expensify and Rocket Matter together
- 01
Create matter in Rocket Matter when new expense report in Expensify.
Caddi watches Expensify for new expense report and create matter in Rocket Matter — no copy-paste, no missed records.
- 02
Create expense in Expensify when new matter in Rocket Matter.
Caddi watches Rocket Matter for new matter and create expense in Expensify so the two systems stay in lockstep.
- 03
Post time entry in Rocket Matter from Expensify events.
When report approved happens in Expensify, Caddi post time entry in Rocket Matter with the right context attached.
Actions Caddi can take across Expensify and Rocket Matter
- Expensify
New expense report
Triggers when an expense report is submitted.
- Expensify
Report approved
Triggers when a report is approved for reimbursement.
- Expensify
Create expense
Add an expense with amount, category, and receipt.
- Expensify
Create report
Open a new expense report for an employee.
- Expensify
Submit report
Submit an expense report for approval.
- Rocket Matter
New matter
Triggers when a new matter is opened in Rocket Matter.
- Rocket Matter
Time entry posted
Triggers when a new time entry is recorded.
- Rocket Matter
New invoice
Triggers when an invoice is generated.
- Rocket Matter
Create matter
Open a new Rocket Matter matter with client and billing details.
- Rocket Matter
Post time entry
Record a time entry against a matter.
- Rocket Matter
Add expense
Record a billable expense against a matter.
- Rocket Matter
Add note
Log a timestamped note against a matter.
Common questions
How does Caddi connect Expensify and Rocket Matter?
Expensify and Rocket Matter 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 Expensify and Rocket Matter 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 Expensify and Rocket Matter to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Expensify + 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 that first walkthrough. The Caddi team reviews every loop before it runs in production.
Ready to automate Expensify and Rocket Matter?
Drop your work email and we'll show you Caddi running end-to-end against Expensify, Rocket Matter, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.