- Automations
- Clio + Gmail
AI-native automation
Connect Clio and Gmail 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 Clio and Gmail together
- 01
Open Clio matters from inbound intake emails.
When a prospective-client email lands in Gmail, Caddi extracts the parties, matter type, and contact info, then opens the matter in Clio with conflicts run and folder structure created.
- 02
Log Gmail threads as Clio communications.
Caddi watches the matter-specific Gmail label and files every reply to the right Clio matter with the sender, recipients, timestamp, and body preserved.
- 03
Send Clio billing reminders from Gmail.
When a matter hits a billing threshold, Caddi drafts the reminder from Gmail using the client's preferred template — sent from the assigned attorney's address, not a shared inbox.
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 Clio and Gmail
ClioNew matter
Triggers when a new matter is opened in Clio.
ClioNew contact
Triggers when a new contact is created.
ClioTime entry posted
Triggers when a new time entry is recorded.
ClioCommunication added
Triggers when a call, email, or meeting is logged.
ClioCreate matter
Open a new Clio matter with client, billing, and intake fields.
ClioCreate contact
Add a person or company contact to Clio.
ClioCreate note
Log a timestamped note against a matter.
ClioCreate time entry
Record time against a matter with rate and activity code.
ClioUpload document
Attach a document to a matter with metadata.
GmailNew email
Triggers when a new email arrives in your inbox.
GmailNew email matching search
Triggers on new emails matching a Gmail search query.
GmailNew label applied
Triggers when a new label is applied to a message.
GmailSend email
Send a new email from your Gmail account.
GmailReply to email
Reply to an existing email thread.
GmailSend email with attachments
Send an email with one or more attached files.
GmailApply label
Add a label to a message or move it between folders.
Common questions
How does Caddi connect Clio and Gmail?
Clio and Gmail 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 Clio and Gmail 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 Clio and Gmail to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Clio + Gmail 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 Clio and Gmail?
Drop your work email and we'll show you Caddi running end-to-end against Clio, Gmail, and the rest of your stack.




