- Automations
- Clio + Gmail
AI-native automation
Automate work across
Clio and
Gmailwith Caddi AI Agents.
Automate anything you do across Clio, Gmail, and the rest of your tools. Sign in, show or tell Caddi what you want, and it runs end to end. No workflow builder.
How to connect Clio and Gmail

Connect Clio to Caddi
Allow1Sign in to Clio
One click with your own Clio login. No API keys.

Connect Gmail to Caddi
Allow2Sign in to Gmail
The same click again. Both tools are connected.
Open Clio matters from inbound intake emails.
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Screenshare the job, or type it in chat. Change it any time.
- Running


14 done1 for review
4Watch it run
Caddi does the work and flags anything unsure for review.
What Caddi is and how it works
An AI teammate that runs your back-office loops.
- Doesn't break. Caddi reads intent, so when fields move or UIs change, your loop keeps running.
- Taught like a new hire. Walk Caddi through the work once. Tweak it later by chat, with no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 150+ tools across legal, finance, and operations
Practical ways to use Clio and Gmail together
In a law firm the work between Clio and Gmail is organized by matter: the right client, the right matter, the right people on it. Caddi carries that context through every step, so nothing is filed against the wrong case.
- 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.
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. You teach Caddi the way you'd teach a new hire: walk it through how you use them today, with no workflow builder to wire up. Caddi turns that walkthrough 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 walks Caddi through it on a call, the same way they'd train a new hire. 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, and once the loop ships it runs as deterministic code, repeatable and logged, with any model step scoped and reviewable.
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 that first walkthrough. The Caddi team reviews every loop before it runs in production.
Does this work for law firms?
Yes. Caddi runs Clio and Gmail with the matter as the unit of work, so documents, time, and communications land against the right client and matter rather than in a general folder. Firms most often start with intake, document filing, or billing prep.
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.
Or skip the demo: sign up free and build it yourself.






