- Automations
- Clio + Dropbox
AI-native automation
Automate work across
Clio and
Dropboxby 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.


See it on your stack
See Caddi run Clio and Dropbox 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 Clio and Dropbox together
- 01
Upload file in Dropbox when new matter in Clio.
Caddi watches Clio for new matter and upload file in Dropbox — no copy-paste, no missed records.
- 02
Create matter in Clio when new file in folder in Dropbox.
Caddi watches Dropbox for new file in folder and create matter in Clio so the two systems stay in lockstep.
- 03
Create folder in Dropbox from Clio events.
When new contact happens in Clio, Caddi create folder in Dropbox with the right context attached.
Actions Caddi can take across Clio and Dropbox
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.
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.
Common questions
How does Caddi connect Clio and Dropbox?
Clio and Dropbox 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 Clio and Dropbox 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, but once the loop ships it runs deterministically — no model in the loop at runtime.
Can Caddi connect Clio and Dropbox to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Clio + Dropbox 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 Clio and Dropbox?
Drop your work email and we'll show you Caddi running end-to-end against Clio, Dropbox, and the rest of your stack.





