AI-native automation
Automate work across
Box and 
Gustoby AI screensharing.
Pick any amount of tools and Caddi automates them end-to-end. No workflow builder, just show Caddi.
See it on your stack
See Caddi run Box 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.
- 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
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.
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
- Box
New file in folder
Triggers when a file is uploaded to a watched folder.
- Box
Folder shared
Triggers when a folder collaboration is added.
- Box
Upload file
Add a file to a Box folder with metadata.
- Box
Create folder
Create a new folder under a parent with permissions.
- Box
Search files
Find files or folders with advanced search filters.
- Box
Move file
Move a file between folders.
- 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 Box and Gusto?
Box 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 Box 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 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 the screenshare. 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.