AI-native automation
Automate work across
Google Calendar and 
HotDocswith Caddi AI Agents.
Automate anything you do across Google Calendar, HotDocs, 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 Google Calendar and HotDocs
Connect Google Calendar to Caddi
Allow1Sign in to Google Calendar
One click with your own Google Calendar login. No API keys.
Connect HotDocs to Caddi
Allow2Sign in to HotDocs
The same click again. Both tools are connected.
When something new comes in to Google Calendar, update HotDocs.
ScreenshareType it3Show or tell it
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 Google Calendar and HotDocs together
In a law firm the work between Google Calendar and HotDocs 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
Keep Google Calendar and HotDocs in lockstep.
Caddi listens for changes on either side and writes the matching update to the other, so your team stops keeping two systems in sync by hand.
Actions Caddi can take across Google Calendar and HotDocs
- Google Calendar
New event
Triggers when a new event is added to a calendar.
- Google Calendar
Event updated
Triggers when an existing event is modified.
- Google Calendar
Event starting soon
Triggers shortly before an event begins.
- Google Calendar
Create event
Add a new event with attendees, location, and reminders.
- Google Calendar
Update event
Modify an existing event's time, attendees, or details.
- Google Calendar
Delete event
Cancel an event and optionally notify attendees.
- Google Calendar
Find event
Search the calendar by query and date range.
Common questions
How does Caddi connect Google Calendar and HotDocs?
Google Calendar and HotDocs 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 Google Calendar and HotDocs 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 Google Calendar and HotDocs to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Google Calendar + HotDocs 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 Google Calendar and HotDocs 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 Google Calendar and HotDocs?
Drop your work email and we'll show you Caddi running end-to-end against Google Calendar, HotDocs, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.