- Automations
- Box + Dropbox Sign
AI-native automation
Connect Box and Dropbox Sign 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 Box and Dropbox Sign together
- 01
Send signature request in Dropbox Sign when new file in folder in Box.
Caddi watches Box for new file in folder and send signature request in Dropbox Sign — no copy-paste, no missed records.
- 02
Upload file in Box when signature request completed in Dropbox Sign.
Caddi watches Dropbox Sign for signature request completed and upload file in Box so the two systems stay in lockstep.
- 03
Use template in Dropbox Sign from Box events.
When folder shared happens in Box, Caddi use template in Dropbox Sign 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 Box and Dropbox Sign
BoxNew file in folder
Triggers when a file is uploaded to a watched folder.
BoxFolder shared
Triggers when a folder collaboration is added.
BoxUpload file
Add a file to a Box folder with metadata.
BoxCreate folder
Create a new folder under a parent with permissions.
BoxSearch files
Find files or folders with advanced search filters.
BoxMove file
Move a file between folders.
Dropbox SignSignature request completed
Triggers when all signers complete a request.
Dropbox SignSignature request sent
Triggers when a request is sent for signature.
Dropbox SignSigner declined
Triggers when a signer declines a request.
Dropbox SignSend signature request
Send a document or template for e-signature.
Dropbox SignUse template
Send a request built from a reusable template.
Dropbox SignDownload signed PDF
Pull the executed PDF and audit trail.
Dropbox SignSend reminder
Nudge signers who haven't completed.
Common questions
How does Caddi connect Box and Dropbox Sign?
Box and Dropbox Sign 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 Box and Dropbox Sign 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 Box and Dropbox Sign to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Box + Dropbox Sign 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 Box and Dropbox Sign?
Drop your work email and we'll show you Caddi running end-to-end against Box, Dropbox Sign, and the rest of your stack.




