AI-native automation
Automate work across
Gusto and 
Surepointby 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 prebill prep in Gusto and Surepoint. Caddi builds the loop and runs it.
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.
- 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 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. 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 Gusto and Surepoint 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 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 that first walkthrough. 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.
Or skip the demo: sign up free and build it yourself.