- Automations
- Dropbox + Expensify
AI-native automation
Connect Dropbox and Expensify 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 Dropbox and Expensify together
- 01
Create expense in Expensify when new file in folder in Dropbox.
Caddi watches Dropbox for new file in folder and create expense in Expensify — no copy-paste, no missed records.
- 02
Upload file in Dropbox when new expense report in Expensify.
Caddi watches Expensify for new expense report and upload file in Dropbox so the two systems stay in lockstep.
- 03
Create report in Expensify from Dropbox events.
When new shared link happens in Dropbox, Caddi create report in Expensify 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 Dropbox and Expensify
DropboxNew file in folder
Triggers when a file is added to a watched folder.
DropboxNew shared link
Triggers when a new shared link is generated.
DropboxUpload file
Add a file to a Dropbox folder.
DropboxCreate folder
Create a new folder under a parent.
DropboxCreate shared link
Generate a shareable link for a file or folder.
DropboxMove file
Move a file between folders.
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.
Common questions
How does Caddi connect Dropbox and Expensify?
Dropbox and Expensify 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 Dropbox and Expensify 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 Dropbox and Expensify to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Dropbox + Expensify 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 Dropbox and Expensify?
Drop your work email and we'll show you Caddi running end-to-end against Dropbox, Expensify, and the rest of your stack.




