- Automations
- Dropbox Sign + Timely
AI-native automation
Connect Dropbox Sign and Timely 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 Sign and Timely together
- 01
Create time entry in Timely when signature request completed in Dropbox Sign.
Caddi watches Dropbox Sign for signature request completed and create time entry in Timely — no copy-paste, no missed records.
- 02
Send signature request in Dropbox Sign when new time entry in Timely.
Caddi watches Timely for new time entry and send signature request in Dropbox Sign so the two systems stay in lockstep.
- 03
Create project in Timely from Dropbox Sign events.
When signature request sent happens in Dropbox Sign, Caddi create project in Timely 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 Sign and Timely
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.
TimelyNew time entry
Triggers when a time entry is logged.
TimelyProject updated
Triggers when a project's status or details change.
TimelyCreate time entry
Log a time entry against a project and user.
TimelyCreate project
Spin up a new Timely project with budget and team.
Common questions
How does Caddi connect Dropbox Sign and Timely?
Dropbox Sign and Timely 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 Sign and Timely 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 Sign and Timely to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Dropbox Sign + Timely 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 Sign and Timely?
Drop your work email and we'll show you Caddi running end-to-end against Dropbox Sign, Timely, and the rest of your stack.




