- Automations
- Clio + Dropbox Sign
AI-native automation
Connect Clio 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 Clio and Dropbox Sign together
- 01
Send signature request in Dropbox Sign when new matter in Clio.
Caddi watches Clio for new matter and send signature request in Dropbox Sign — no copy-paste, no missed records.
- 02
Create matter in Clio when signature request completed in Dropbox Sign.
Caddi watches Dropbox Sign for signature request completed and create matter in Clio so the two systems stay in lockstep.
- 03
Use template in Dropbox Sign from Clio events.
When new contact happens in Clio, 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 Clio and Dropbox Sign
ClioNew matter
Triggers when a new matter is opened in Clio.
ClioNew contact
Triggers when a new contact is created.
ClioTime entry posted
Triggers when a new time entry is recorded.
ClioCommunication added
Triggers when a call, email, or meeting is logged.
ClioCreate matter
Open a new Clio matter with client, billing, and intake fields.
ClioCreate contact
Add a person or company contact to Clio.
ClioCreate note
Log a timestamped note against a matter.
ClioCreate time entry
Record time against a matter with rate and activity code.
ClioUpload document
Attach a document to a matter with metadata.
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 Clio and Dropbox Sign?
Clio 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 Clio 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 Clio and Dropbox Sign to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Clio + 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 Clio and Dropbox Sign?
Drop your work email and we'll show you Caddi running end-to-end against Clio, Dropbox Sign, and the rest of your stack.




