AI-native automation

Connect Redtail and Rocket Matter 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…
RedtailFinance
Caddi can…
Rocket MatterLegal
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Redtail and Rocket Matter together

  • 01

    Create matter in Rocket Matter when new contact in Redtail.

    Caddi watches Redtail for new contact and create matter in Rocket Matter — no copy-paste, no missed records.

  • 02

    Create contact in Redtail when new matter in Rocket Matter.

    Caddi watches Rocket Matter for new matter and create contact in Redtail so the two systems stay in lockstep.

  • 03

    Post time entry in Rocket Matter from Redtail events.

    When activity completed happens in Redtail, Caddi post time entry in Rocket Matter 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 Redtail and Rocket Matter

  • Redtail

    New contact

    Triggers when a new contact is added in Redtail.

  • Redtail

    Activity completed

    Triggers when an advisor closes a meeting, call, or task.

  • Redtail

    Workflow stage changed

    Triggers when a workflow advances to a new stage.

  • Redtail

    Create contact

    Add a new Redtail contact with household, address, and phone.

  • Redtail

    Create activity

    Schedule a meeting, call, or task against a contact.

  • Redtail

    Add note

    Append a timestamped note to a contact's history.

  • Redtail

    Update workflow

    Move a contact's workflow to the next step or assign an owner.

  • Rocket Matter

    New matter

    Triggers when a new matter is opened in Rocket Matter.

  • Rocket Matter

    Time entry posted

    Triggers when a new time entry is recorded.

  • Rocket Matter

    New invoice

    Triggers when an invoice is generated.

  • Rocket Matter

    Create matter

    Open a new Rocket Matter matter with client and billing details.

  • Rocket Matter

    Post time entry

    Record a time entry against a matter.

  • Rocket Matter

    Add expense

    Record a billable expense against a matter.

  • Rocket Matter

    Add note

    Log a timestamped note against a matter.

Common questions

How does Caddi connect Redtail and Rocket Matter?

Redtail and Rocket Matter 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 Redtail and Rocket Matter 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 Redtail and Rocket Matter to other tools too?

Yes. Most Caddi loops span 3–6 tools. Once the first Redtail + Rocket Matter 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 Redtail and Rocket Matter?

Drop your work email and we'll show you Caddi running end-to-end against Redtail, Rocket Matter, and the rest of your stack.