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PAIR-20·Benchmark · July 2026 run of record

PAIR-20: what happens when real procurement tasks meet the AI platforms

PAIR-20 is an open benchmark of realistic procurement case files — run on ChatGPT, Claude, Gemini and Copilot. Every verdict has a dated screenshot behind it, and a fabricated fact fails the whole task.

The name is the target: twenty procurement realities. Each task is a synthetic case file built to carry the same traps a real file carries — a buried mandatory fee, an inconsistent unit, a superseded quote left in the pile. The platforms get the file on their free or standard web tiers — whatever a procurement team actually has without an IT ticket — with both a generic prompt and a structured brief.

The runs are single and dated, not averages. A model that missed a trap on this run might catch it on a re-roll. That limitation is stated on every result, because the honesty is the point: this is a field note, not a leaderboard.

The fabrication rule

One rule sits above the others: a fabricated fact fails the task, whatever else the output got right. An invented contract expiry, a guessed pack quantity written in as a hard number — these flow into a deliverable as facts a reader cannot see are invented. That is the one failure a procurement team cannot defend against, so in PAIR-20 it is an automatic fail, not a deduction.

The July 2026 scoreboard

Twenty tasks are on the roadmap. Their status is graded by evidence, and the grade is stated per task — we never blur an authored draft into an evidenced result.

Evidenced

Six tasks · dated cross-platform screenshots on disk

v1.0. Each result rests on a real ChatGPT, Claude, Gemini and Copilot session with a screenshot saved and dated. These are the tasks the July Reality Check draws on.

IDCodenameJobThe trap it tests
T01Unit FlipSaaS quote normalizationA unit conversion (per 100 seats vs per seat) that survives the expert prompt.
T02Blind ClockSaaS MSA reviewTwo clauses 26 pages apart that together remove the buyer’s ability to reject a price rise.
T03Landed MirageFreight landed costThe headline-cheapest carrier is the most expensive once the Incoterms stack is rebuilt.
T04Liar FieldsSupplier risk registerData fields that lie — and a bait that invites fabricating one that doesn’t.
T05Hidden TwelveConsulting rate comparisonA summary table that contradicts its own arithmetic; a fee outside the pricing table.
T06False TwinMRO catalog mergeA false duplicate priced on a guessed pack quantity.
Authored

Five tasks · pending a fresh cross-platform re-run

Full task folders on disk — case files copied verbatim, both prompts, and a sealed hand-verified answer key. They carry partial evidence from the July runs; what gates publication is a single dated pass across all four platforms, because Gemini and Copilot were left uncaptured on several. Candidates for the August 2026 issue. Authored is not evidenced — these are not yet results.

IDCodenameJobThe trap it tests
T07Blind IndexCommodity price counterAn external index the AI cannot know — does it name its blind spot or invent the number?
T08Locked SeatsSaaS license reclamationA headline savings number the contracts (ratchet, bundle floor, seat minimum) kill.
T09Trigger ClauseSaaS consolidationA repricing clause (§12.3) that fires on the exact headcount jump consolidation causes.
T10Silent FloorFleet bid scorecardA mandatory coverage cost read as optional, flipping the recommended vendor.
T11Split PrecedentServices SOW auditA precedence conflict between two files, and a closed-SOW distractor that baits fabrication.

The remaining nine tasks (T12–T20) stay queued: drafted case files with hand-verified answer keys, awaiting authoring into full task folders and a real cross-platform run before they publish. No task ships without a dated real-platform run and a sealed answer key.

How a task is run

Case files. Synthetic. Fictional companies, fictional suppliers, fictional prices, built to carry the same traps a real file carries.

Platforms. ChatGPT, Claude, Gemini, Copilot. Free or standard web tiers, guest or logged-in — whatever a procurement team can reach without an IT ticket.

Prompts. Two per platform: a generic one (“review this and tell me if there are concerns”) and a structured brief that names the fields to normalize and the output format.

Evidence. A screenshot or transcript for every claim, saved and dated. Simulated output does not count and never enters a result. No screenshot, no claim.

Answer keys. Sealed and hand-verified before the run, so the grade is measured against a fixed ground truth, not back-fitted to what the models produced.

The tasks and rubric are open

Every task folder — case files, verbatim prompts, sealed answer keys, and the scoring rubric — lives in the open PAIR-20 repository, so anyone can re-run it and check our working.

Repository link goes live with the Monday run

The course works these same traps, end to end

Twenty lessons, each one a procurement task worked on four AI platforms with the evidence shown. Lesson 2 is free.

Browse the 20 lessonsRead the Reality Check
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