- Automations
- Redtail + ShareFile
AI-native automation
Connect Redtail and ShareFile 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 ShareFile together
- 01
Upload file in ShareFile when new contact in Redtail.
Caddi watches Redtail for new contact and upload file in ShareFile — no copy-paste, no missed records.
- 02
Create contact in Redtail when new file in folder in ShareFile.
Caddi watches ShareFile for new file in folder and create contact in Redtail so the two systems stay in lockstep.
- 03
Create folder in ShareFile from Redtail events.
When activity completed happens in Redtail, Caddi create folder in ShareFile 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 ShareFile
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.
ShareFileNew file in folder
Triggers when a file is uploaded to a watched folder.
ShareFileShared link created
Triggers when a new shared link is generated.
ShareFileUpload file
Add a file to a ShareFile folder.
ShareFileCreate folder
Create a new folder under a parent.
ShareFileSend file via link
Send a secure link to one or more recipients.
Common questions
How does Caddi connect Redtail and ShareFile?
Redtail and ShareFile 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 ShareFile 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 ShareFile to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Redtail + ShareFile 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 ShareFile?
Drop your work email and we'll show you Caddi running end-to-end against Redtail, ShareFile, and the rest of your stack.




