AI-native automation

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

Practical ways to use Box and Redtail together

  • 01

    Create contact in Redtail when new file in folder in Box.

    Caddi watches Box for new file in folder and create contact in Redtail — no copy-paste, no missed records.

  • 02

    Upload file in Box when new contact in Redtail.

    Caddi watches Redtail for new contact and upload file in Box so the two systems stay in lockstep.

  • 03

    Create activity in Redtail from Box events.

    When folder shared happens in Box, Caddi create activity in Redtail 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 Box and Redtail

  • Box

    New file in folder

    Triggers when a file is uploaded to a watched folder.

  • Box

    Folder shared

    Triggers when a folder collaboration is added.

  • Box

    Upload file

    Add a file to a Box folder with metadata.

  • Box

    Create folder

    Create a new folder under a parent with permissions.

  • Box

    Search files

    Find files or folders with advanced search filters.

  • Box

    Move file

    Move a file between folders.

  • 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.

Common questions

How does Caddi connect Box and Redtail?

Box and Redtail 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 Box and Redtail 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 Box and Redtail to other tools too?

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

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