AI-native automation
Automate work across
ConnectWise and 
iManagewith Caddi AI Agents.
Automate anything you do across ConnectWise, iManage, 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 ConnectWise and iManage
Connect ConnectWise to Caddi
Allow1Sign in to ConnectWise
One click with your own ConnectWise login. No API keys.
Connect iManage to Caddi
Allow2Sign in to iManage
The same click again. Both tools are connected.
When something new comes in to ConnectWise, update iManage.
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 ConnectWise and iManage together
In a law firm the work between ConnectWise and iManage 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 ConnectWise and iManage 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 ConnectWise and iManage
- iManage
New document
Triggers when a new document is added to a workspace.
- iManage
Document updated
Triggers when an existing document is checked in.
- iManage
Create workspace
Open a new matter workspace with client and matter set.
- iManage
File email
File an email and its attachments into the right matter folder.
- iManage
Upload document
Add a document to a workspace with its full profile: type, class, client and matter.
- iManage
Update document profile
Change a document's name, type, class, or custom fields.
- iManage
Search documents
Find documents by metadata, content, or author across libraries.
- iManage
Set security
Grant or restrict access to a document, folder, or workspace for users and groups.
- iManage
Check in new version
Check a file back in as a new version of an existing document.
- iManage
Declare record
Declare a document as a record so it can't be edited or deleted.
Common questions
How does Caddi connect ConnectWise and iManage?
ConnectWise and iManage 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 ConnectWise and iManage 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 ConnectWise and iManage to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first ConnectWise + iManage 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 ConnectWise and iManage 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 ConnectWise and iManage?
Drop your work email and we'll show you Caddi running end-to-end against ConnectWise, iManage, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.