- Automations
- Box + Gusto
AI-native automation
Automate work across
Box and
Gustowith Caddi AI Agents.
Automate anything you do across Box, Gusto, and the rest of your tools. Sign in, show or tell Caddi what you want, and it runs end to end. No workflow builder.
How to connect Box and Gusto

Connect Box to Caddi
Allow1Sign in to Box
One click with your own Box login. No API keys.

Connect Gusto to Caddi
Allow2Sign in to Gusto
The same click again. Both tools are connected.
Create employee in Gusto when new file in folder in Box.
ScreenshareType it3Show or tell it
Screenshare the job, or type it in chat. Change it any time.
- Running


14 done1 for review
4Watch it run
Caddi does the work and flags anything unsure for review.
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 · 150+ tools across legal, finance, and operations
Practical ways to use Box and Gusto together
- 01
Create employee in Gusto when new file in folder in Box.
Caddi watches Box for new file in folder and create employee in Gusto. No copy-paste, no missed records.
- 02
Upload file in Box when new employee in Gusto.
Caddi watches Gusto for new employee and upload file in Box so the two systems stay in lockstep.
- 03
Update employee in Gusto from Box events.
When folder shared happens in Box, Caddi update employee in Gusto with the right context attached.
Actions Caddi can take across Box and Gusto
BoxNew file in folder
Triggers when a file is uploaded to a watched folder.
BoxFolder shared
Triggers when a folder collaboration is added.
BoxUpload file
Add a file to a Box folder with metadata.
BoxCreate folder
Create a new folder under a parent with permissions.
BoxSearch files
Find files or folders with advanced search filters.
BoxMove file
Move a file between folders.
GustoNew employee
Triggers when a new employee is onboarded.
GustoPayroll processed
Triggers when a payroll run completes.
GustoCreate employee
Add a new employee to Gusto with onboarding details.
GustoUpdate employee
Modify an employee's profile, compensation, or benefits.
GustoRun payroll
Start a payroll run for a pay period.
Common questions
How does Caddi connect Box and Gusto?
Box 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 Box 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 Box and Gusto to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Box + 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 Box and Gusto?
Drop your work email and we'll show you Caddi running end-to-end against Box, Gusto, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.






