On Sunday night we shipped the largest update to Cloud Counsel since launch: Wigmore 2.0, a top-to-bottom rebuild of our Cloud Counsel and the introduction of our AI engine: Wigmore 2.0. If you have an active matter with us, it's already working for you — quietly reading your timeline, your documents, and your witness list, and turning them into something no filing cabinet ever could: a living map of your case.
Who is Wigmore?
Our AI is named for John Henry Wigmore, the legal scholar who literally wrote the book on evidence. A century ago, Wigmore proposed something radical: that the connections between proof and the law could be charted and examined objectively. Every legal claim breaks down into legal elements, every element rests on facts, and every fact is carried by a witness or a document. Draw the connections, and you can see exactly where a case is strong — and exactly where it needs work. That idea, the Wigmorean evidence chart, was ahead of its time. Drawing one by hand for a real case takes days. Wigmore 2.0 learns from Professor Wigmore to constantly understand yor case.
What's new in 2.0
A smarter, always-on copilot. The new Wigmore Suggestions hub reviews your case file in the background and surfaces specific next steps: a document worth uploading, a person mentioned in your timeline who should be added to your case, a gap in your story that needs an event, or a witness worth inviting to contribute. You'll also find Wigmore Questions — targeted, AI-generated questions that fill in the details that matter most, with your progress tracked as you answer.
Full AI Case Analysis, in one click. From the new Case Analysis tab,a single run now takes your case through four phases: identifying the legal claims your facts support, checking statutes of limitations, stress-testing your case against the defenses the other side is most likely to raise, and scoring the result. Every analysis is saved to your matter's history with a downloadable PDF report.
The Case Strength Indicator. Every full analysis now produces a single 0–100 score built from seven independent pillars — the merits of your claims,the state of your evidence, your damages, the other side's exposure, the economics of pursuing the case, procedural posture, and the coherence of your story. Because the score is broken out pillar by pillar, you don't just see how strong your case is — you see why, and what would move the number.
An interactive proof map. The centerpiece of 2.0 is the Interactive Evidence & Proof Path Graph — a live, explorable version of Wigmore's original charts. Every element of every claim is a node; every event, document, and answered question that supports or cuts against it is linked with the AI's reasoning attached. It's the clearest picture of a case we've ever been able to put in a client's hands.
What it costs
Everything in the background — suggestions, questions, timeline organization — is included with free Cloud Counsel Access. The premium tools are strictly pay-as-you-go, with no subscription required: your first Full AI Case Analysis is free on every matter ($99 for each run after that), and Wigmore
Conversation sessions start at $29. Current pricing is always on our
A tool for understanding, not a verdict
A note on what Wigmore is and isn't. Wigmore is analysis software — not an attorney. Its tools are designed, maintained, and continually refined by licensed attorney Jacob M. Small, but its scores and reports are informational: they are not an attorney's individualized legal opinion about your matter, and they are not an offer of representation.
That said, Cloud Counsel is not a chatbot on a marketing site. When you join, you sign our Client Access Agreement and become a client of J. Madison PLC — for the limited purpose of building your case file on the platform. That limited-scope engagement is real, and it matters: your case file and your communications with the firm through the platform are confidential, privileged attorney-client material from day one. Representation on your underlying legal matter is a separate step that happens only through a separate engagement agreement — but you don't start that conversation as a stranger.
What Wigmore does is make your case legible — to you, and to the attorneys who may come to represent you. When its analysis shows a case with real merit, that picture — claims, elements, evidence, timeline — is exactly what an attorney needs to move quickly on your behalf.
See it in your matter!
Wigmore 2.0 is live now for all active matters — if you already have an active matter in Cloud Counsel, open your matter and look for the Wigmore AI tab. If you're dealing with a workplace problem in Virginia or anywhere in America or contact us — the first analysis is on us.