AI-native automation

Connect Dropbox Sign and Gusto 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

Caddi can…
Dropbox SignProductivity
Caddi can…
GustoProductivity
Get a demoAverage setup: one screenshare, live the same week.

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.

  • Brighton Jones
  • The Planning Center
  • Beveridge & Diamond
  • Palace
  • Portner & Shure
  • Knight Law Group

One continuous loop.

  1. 01Measure

    Caddi watches how the work gets done today.

  2. 02Create

    You screenshare it once. The loop ships.

  3. 03Improve

    Caddi flags upgrades to existing loops and new automations to deploy.

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. 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 Gusto 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 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 the screenshare. 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.