Dossier
Associates were still hunting clauses by hand across several thousand PDFs.
Search across a working contract library
The situation
A mid-sized professional services firm in Singapore kept contracts, schedules, and side letters across a matter system, a shared drive, and years of email. Associates spent the opening hour of many files searching for indemnity language, change-of-control clauses, and the last agreed version of a schedule. Partners still signed the advice. The pain was time, and the fear of quoting a superseded annex. Nobody trusted a single search box because previous attempts had answered fluently from the wrong year.
What we built
We indexed the working library and stored passages as embeddings, numerical summaries of meaning that let similar clauses sit near each other. Answers had to cite a file and a page. Before anyone beyond a pilot group typed a question, we sat with eight associates and collected eighty questions they had actually asked in the previous month, with answers a partner had already judged. The set included questions with no good source, so that invention could be scored as a miss. Access followed the same matter permissions as the human searcher.
What changed
After eleven weeks a pilot of twelve people used the system for first-pass search. The weekly note showed citation hits, honest gaps, and the questions that still failed. Associates still read the clause; partners still signed. The change we could see was where the first hour went: toward reading, away from hunting across three stores. We do not claim a percentage. We claim a desk that had a scored tool and a list of questions it was still allowed to miss.
What we would do differently
We would spend more of week one on the email PST files. The shared drive was cleaner than the mailboxes, and several of the missed questions lived only in a thread from 2024 that had never been saved to the matter. We would also add a “this looks like an older version” flag earlier, because version confusion was the miss that irritated partners most.