AI-native automation

Connect Gusto and Surepoint 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…
GustoProductivity
Caddi can…
SurepointLegal
Get a demoAverage setup: one screenshare, live the same week.

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.

  • 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 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.