AI-native automation

Connect Gmail 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…
GmailProductivity
Caddi can…
RedtailFinance
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Gmail and Redtail together

  • 01

    Create contact in Redtail when new email in Gmail.

    Caddi watches Gmail for new email and create contact in Redtail — no copy-paste, no missed records.

  • 02

    Send email in Gmail when new contact in Redtail.

    Caddi watches Redtail for new contact and send email in Gmail so the two systems stay in lockstep.

  • 03

    Create activity in Redtail from Gmail events.

    When new email matching search happens in Gmail, 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 Gmail and Redtail

  • Gmail

    New email

    Triggers when a new email arrives in your inbox.

  • Gmail

    New email matching search

    Triggers on new emails matching a Gmail search query.

  • Gmail

    New label applied

    Triggers when a new label is applied to a message.

  • Gmail

    Send email

    Send a new email from your Gmail account.

  • Gmail

    Reply to email

    Reply to an existing email thread.

  • Gmail

    Send email with attachments

    Send an email with one or more attached files.

  • Gmail

    Apply label

    Add a label to a message or move it 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 Gmail and Redtail?

Gmail 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 Gmail 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 Gmail and Redtail to other tools too?

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

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