- Automations
- Redtail + Surepoint
AI-native automation
Connect Redtail 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


Practical ways to use Redtail and Surepoint together
- 01
Create matter in Surepoint when new contact in Redtail.
Caddi watches Redtail for new contact and create matter in Surepoint — no copy-paste, no missed records.
- 02
Create contact in Redtail when new time entry in Surepoint.
Caddi watches Surepoint for new time entry and create contact in Redtail so the two systems stay in lockstep.
- 03
Post time entry in Surepoint from Redtail events.
When activity completed happens in Redtail, Caddi post time entry in Surepoint with the right context attached.
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.
Actions Caddi can take across Redtail and Surepoint
RedtailNew contact
Triggers when a new contact is added in Redtail.
RedtailActivity completed
Triggers when an advisor closes a meeting, call, or task.
RedtailWorkflow stage changed
Triggers when a workflow advances to a new stage.
RedtailCreate contact
Add a new Redtail contact with household, address, and phone.
RedtailCreate activity
Schedule a meeting, call, or task against a contact.
RedtailAdd note
Append a timestamped note to a contact's history.
RedtailUpdate workflow
Move a contact's workflow to the next step or assign an owner.
SurepointNew time entry
Triggers when a timekeeper posts time against a matter.
SurepointInvoice generated
Triggers when an invoice is finalized.
SurepointCreate matter
Open a new SurePoint matter with client and billing details.
SurepointPost time entry
Record time against a matter and activity code.
SurepointGenerate invoice
Bill one or more matters in a single statement.
Common questions
How does Caddi connect Redtail and Surepoint?
Redtail 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 Redtail 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 Redtail and Surepoint to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Redtail + 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 Redtail and Surepoint?
Drop your work email and we'll show you Caddi running end-to-end against Redtail, Surepoint, and the rest of your stack.




