AI-native automation
Automate work across
Dropbox Sign and 
Gustoby 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.
Help me automate new-hire fan-out in Dropbox Sign and Gusto. Caddi builds the loop and runs it.
See it on your stack
See Caddi run Dropbox Sign and Gusto 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 Dropbox Sign and Gusto together
- 01
Create employee in Gusto when signature request completed in Dropbox Sign.
Caddi watches Dropbox Sign for signature request completed and create employee in Gusto — no copy-paste, no missed records.
- 02
Send signature request in Dropbox Sign when new employee in Gusto.
Caddi watches Gusto for new employee and send signature request in Dropbox Sign so the two systems stay in lockstep.
- 03
Update employee in Gusto from Dropbox Sign events.
When signature request sent happens in Dropbox Sign, Caddi update employee in Gusto with the right context attached.
Actions Caddi can take across Dropbox Sign and Gusto
- Dropbox Sign
Signature request completed
Triggers when all signers complete a request.
- Dropbox Sign
Signature request sent
Triggers when a request is sent for signature.
- Dropbox Sign
Signer declined
Triggers when a signer declines a request.
- Dropbox Sign
Send signature request
Send a document or template for e-signature.
- Dropbox Sign
Use template
Send a request built from a reusable template.
- Dropbox Sign
Download signed PDF
Pull the executed PDF and audit trail.
- Dropbox Sign
Send reminder
Nudge signers who haven't completed.
- Gusto
New employee
Triggers when a new employee is onboarded.
- Gusto
Payroll processed
Triggers when a payroll run completes.
- Gusto
Create employee
Add a new employee to Gusto with onboarding details.
- Gusto
Update employee
Modify an employee's profile, compensation, or benefits.
- Gusto
Run payroll
Start a payroll run for a pay period.
Common questions
How does Caddi connect Dropbox Sign and Gusto?
Dropbox Sign and Gusto 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 Dropbox Sign and Gusto 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, and once the loop ships it runs as deterministic code, repeatable and logged, with any model step scoped and reviewable.
Can Caddi connect Dropbox Sign and Gusto to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Dropbox Sign + Gusto 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 Dropbox Sign and Gusto?
Drop your work email and we'll show you Caddi running end-to-end against Dropbox Sign, Gusto, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.