KEN PRIORE
The operating model · kenpriore.ai
In-house legal · the agreement work · 4 of 4 · September 2026

What the work decides

A lawyer uses judgment to read the context in front of them, the knowledge of the company and the law, and to decide what matters and what does not. Knowledge and memory feed that judgment, and more of it is starting to be handled by technology. How much more comes down to the trust we can build in the process: how we review it, and how we know when it goes wrong.

01
Where judgment comes from

Judgment, broken into seven steps

Sometimes you look at a deal and something seems off. That is intuition, and it is judgment, and until now nobody has had to explain it to technology. The seven steps below are what happens when a person stops to make a call, in the order it happens.

The seven steps · click one to open it
02
How technology acquires it

Technology acquires judgment from how the lawyer changes its work

Every change a lawyer makes to a draft the technology produced is a call it could not make on its own. Count those changes at each step and you have a map of where the judgment still sits with the person. Where the count stays high, keep a person there, or write the rule and teach it. Where it falls over a few months, either that step has gone routine or the lawyer has stopped looking.

If we want more of our judgment in the technology, we have to think about how we state it, because most of it has never been said out loud. Sometimes the technology asks us directly. Sometimes it puts two versions in front of us and we pick. Sometimes it watches what we change. From the side of one senior lawyer on the team, those three look like this.

Ask her

It asks what she checks for, then scores against it

The technology puts the question to her: what she looks for, what she will and will not accept. Her answers get written down, and every draft gets checked against the list.

What you get

A record anyone can read and contest.

What you miss

Ask her what she checks for and she names a handful, because the rest are reading reflexes she has never had to put into words.

Show her two

Which of these would you send

She sees two drafts and picks one, and across enough pairs her preference comes through.

What you get

Her real ordering, faster than any list captures it.

What you miss

The technology picks up what she prefers and never picks up why, because the choice carries no reasons with it.

Watch her

Keep what she changed

The corrections are already happening on every draft, and in most departments they get made and kept nowhere the technology can read them back.

What you get

A signal the department has already paid for.

What you miss

A correction carries no reason. Ask for one at the moment or it never exists, and the one she types may be written for the box.

03
How you trust it

What happened has to be observable, traceable, and auditable

If technology took part in a call, the lawyer who signed should be able to see what it did, follow how it got there, and have someone else check it afterwards. That takes six things, in words a lawyer would use.

01
What it read
Which agreements, which version of the playbook, which saved preferences, which past matters. The memory in force when it made its proposal, with the date on each piece.
02
What rule it applied
The position, the fallback, the walk-away it worked from, and who wrote that rule and why.
03
What it produced
The draft, the redline, the recommendation, as it left the technology.
04
What the lawyer changed, and why
Every place the lawyer overrode the technology, with the reason given at the time.
05
Who signed
The person who stood behind the result, and what authority they had to do it.
06
What it learned
What got written back to memory from this call, what got rewritten, and whether anyone approved it before it runs on the next deal.
Breaking judgment into steps feels uncomfortable, maybe a little strange, and it is more possible every year with today's technology. The point of doing it is to know how to observe the technology's actions, trace them, audit them, and put the guardrails and harnesses around them that let a lawyer trust the result. All of it comes back to the duty the lawyers carry, and to making sure they can trust the technology's judgment before they use it.