# Human Judgment as a Specification

> Source: <https://blog.brownplt.org/2026/06/09/pick.html>
> Published: 2026-06-17 12:45:10+00:00

##
[Human Judgment as a Specification](https://blog.brownplt.org/2026/06/09/pick.html)

Tags: [Large Language Models](/tags/LLMs/), [Semantics](/tags/semantics/), [Tools](/tags/tools/), [Linear Temporal Logic](/tags/LTL/)

*Posted on 09 June 2026.*

The rise of GenAI in programming clearly requires an accompanying rise
in formal methods, to confirm that AI systems running wild are producing the
solutions we actually want. That in turn requires that we specify what we
*want*. This specification is necessarily mathematical, to take advantage of the
formal methods tools. But most programmers know far less about formal specification
than they do about programming. What can they do?

### Getting Specifications the Bad Way

The key problem we’re tackling is: how do we go from the informal (usually prose)
to the formal.
A natural solution is: use LLMs to translate prose into the formal
specifications. On the one hand, this is not absurd: LLMs can do a fairly good
job at generating terms in many contemporary formal notations. Here’s
[Ron Minsky](https://signalsandthreads.com/future-of-programming/#5515-1),
tongue-in-cheek:

I wonder if a more plausible model is, you go to your large language model and say, ‘Please write me a specification for a function that sorts a list.’ And then it, like, spits something out. And then you look at it and think, yeah, that seems about right.

Richard Eisenberg’s response to this gets to the heart of the matter: How can we be
sure that the generated specification is the *right* one? The human may have
just plain been wrong. They may have been obviously wrong, or they could have
been wrong in subtle ways. They may have been been ambiguous, and the LLM may
have taken the wrong interpretation. There may also be
[common](/2022/11/05/little-tricky-logics.html)
[misconceptions](/2024/07/07/little-tricky-logics-2.html)
about the language (which may then also be embedded in the language models).
Or they may have been referring to things for which there is no clear ground
truth, or the only truth is in their head: what they mean depends on *their*
context. None of these problems is fixable by an LLM alone.

### Humans in the Loop

We therefore think it’s important for humans to be in the loop while formalizing
specifications. A true vibe-coder, by definition, isn’t going to care. Instead,
we want to target the **responsible** programmer: they care about their work
quality, but they are also human, i.e., busy, lazy, and so on. What can we do to
help *them*?

We believe any solution should have two key characteristics:

-
It must be

*meaningful*. Asking humans to pass judgment on complex and abstract statements is unlikely to be effective. Laziness, automation bias, inability to form good judgments, and a desire to get things done will all lead to meaningless confirmation. -
It must be

*moderate*. Asking lots of questions, no matter how simple, can be exhausting and will also lead to errors as the number of questions grows. We should try to make every human action be highly impactful and not ask users to perform too many actions.

Observe that it’s easy to have one and not the other. Telling people “you must read all the code generated by an LLM” is definitely meaningful—but it is not at all moderate (so most people won’t do it). Classical security alerts, which ask just one yes/no question, are moderate effort, but not meaningful (because the alternative is to not get the job done). The challenge is to push along both dimensions just far enough to get real value but not so far as to lose people.

### Our Solution

A few months ago, [we posted about PICK](/2025/12/11/pick-regex.html),
a tool we built to help us make better use of LLMs to generate regular
expressions. You give the LLM a prompt and get back not one regex but rather
several plausible ones. Your usual options are to take what the model gives you,
or to read the regexes yourself and try to figure out which is right. PICK does
something else: it shows you *concrete strings* chosen to *distinguish* the
candidates from one another, and asks you to upvote or downvote each. The regex
that survives your votes wins. It’s worth reading that post to get a sense of
the workflow.

That post doesn’t mention two important things.

First, that we now have experimental results that show that this workflow works very well.

Second, that this isn’ tied to regular expressions alone. We have built
PICK for three illustrative domains so far, intentionally chosen to be unlike
one another: **regular expressions**, **linear temporal logic (LTL)**,
and **attribute-based access control (ABAC)**. In all three the algorithm is the
same: generate candidates, sample from set differences, present a pair of
scenarios, update scores, converge or admit defeat. The workflow does not have
to be redesigned per domain.
(Readers of our older post on [differential analysis](/2024/06/27/differential-analysis.html) will see the family resemblance. PICK is the in-the-loop version, where the semantic differences between still-viable candidates drive the next question.)

What lets the same algorithm work across all three domains is that they share two key properties:

**Closure under negation and intersection**— so the difference between two candidates is itself expressible.** Sampling from that difference**— so the system can show the user concrete cases where the candidates disagree.

The machinery here is not exotic. It is the stuff of a sophomore theory-of-computation course: closure properties, set differences, and witness generation. Many of the formalisms programmers use every day already have it — either inherently (Boolean logic, network routing rules, package-version constraints) or by the standard trick of bounding the universe of discourse (almost anything at which you would point a SAT/SMT solver). The properties everyone is told in class are important and then never quite sees applied are, in 2026, what stand between you and a confidently wrong access-control policy. And motivated by, of all things, cognitive science principles. So at the very least, maybe we can improve how we teach the theory of computation!

### How Synthesis Also Subtly Fails

So yes, PICK is a *validation* workflow: you have some intent, the model proposes candidates, and PICK helps you check those candidates against what you meant. But that framing undersells the idea. What PICK also does is recover something synthesis tends to erase: an independent witness to user intent.

To see why that witness matters, it helps to remember what verification was for.

Verification is famously written *P* ⊧ ɸ: a program *P* implements a property ɸ.
The check is informative precisely because *P* and ɸ are written
*independently*. If both encode the same misconception, agreement rules out
nothing; the redundancy disappears. (And this is the danger of having both sides
of the verification coin generated by an LLM. PICK intervenes to make sure the
LLM is not the *only* source of ɸ.)

Now consider synthesis: ɸ ⟹ *P*. The program is correct-by-construction.
However, that means it is also
**in** correct-by-construction. When ɸ is wrong, the resulting *P* is wrong in
precisely the same way, and no cross-check of *P* against ɸ can catch that. This was
already true of classical deductive synthesis and of programming-by-example. It
is wildly more true of synthesis-by-LLM. The
LLM only sees the user’s natural language, which is a lossy hint of what they want.

Piling on more LLMs does not necessarily fix this. They share training data,
share priors, and often share misconceptions. More models give you more
*agreement*, faster. They do not necessarily give you more *redundancy*, which
is what verification has always been about. And neither can know the user’s true
intent: which is exactly what PICK is about.

### Human Judgment as Specification

In PICK,
that independent witness is not a separately-written spec — it lives in the user’s classifications: each accept or reject is a commitment to a concrete behavior, and the candidates that survive must be consistent with all of them together. Taken as a whole, those commitments expose what the original prompt left unstated. Suppose the prompt was “a regex for dates”, and the model came back with several candidates. PICK puts strings in front of you: yes to `1/15/2025`

and no to `13/01/2025`

declares a position on day-month-year versus month-day-year — a question the prompt left implicit and the user may never have answered formally, even to themselves. The user arrives with a vague intent; PICK helps sharpen it — call it spec *elucidation* — not by interrogating them about formulae but by forcing them to commit on questions the prompt leaves implicit.

This is also why PICK can usefully *fail*. Sometimes none of the model’s candidates is right, and PICK ends with zero survivors. Under the spec-elucidation reading, that outcome means: the commitments you made through classification could not be satisfied by anything the model produced. Better to know than to ship the regex anyway.

This is also why we do not believe PICK becomes less useful as models improve. Better models do not make user intent more articulate — asked for “a regex matching countries of North America”, a more capable model still cannot tell you whether *you* want the Caribbean included, or where *you* want to stop heading south. Better models produce better candidates, faster — which shifts user effort precisely *toward* the work PICK is built to support.

To learn more, read our [ECOOP 2026 paper](https://www.siddharthaprasad.com/papers/pafk-pick.pdf), or try out the [PICK:Regex tool in VS Code](https://marketplace.visualstudio.com/items?itemName=SiddharthaPrasad.pick-regex).

If you have a formal language with the closure properties above — we suspect you would be surprised how many do — we would very much like to hear from you.
