AI-native automation
Automate work across
Gusto and 
Surepointby 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 Gusto and Surepoint 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 Gusto and Surepoint together
- 01
Create matter in Surepoint when new employee in Gusto.
Caddi watches Gusto for new employee and create matter in Surepoint — no copy-paste, no missed records.
- 02
Create employee in Gusto when new time entry in Surepoint.
Caddi watches Surepoint for new time entry and create employee in Gusto so the two systems stay in lockstep.
- 03
Post time entry in Surepoint from Gusto events.
When payroll processed happens in Gusto, Caddi post time entry in Surepoint with the right context attached.
Actions Caddi can take across Gusto and Surepoint
- 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.
- Surepoint
New time entry
Triggers when a timekeeper posts time against a matter.
- Surepoint
Invoice generated
Triggers when an invoice is finalized.
- Surepoint
Create matter
Open a new SurePoint matter with client and billing details.
- Surepoint
Post time entry
Record time against a matter and activity code.
- Surepoint
Generate invoice
Bill one or more matters in a single statement.
Common questions
How does Caddi connect Gusto and Surepoint?
Gusto and Surepoint 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 Gusto and Surepoint 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 Gusto and Surepoint to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Gusto + Surepoint 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 Gusto and Surepoint?
Drop your work email and we'll show you Caddi running end-to-end against Gusto, Surepoint, and the rest of your stack.