Tasks / Strategy

Develop product strategy

Can the model make a coherent choice grounded in the evidence, rather than list aspirations?

Task type v1.1 · 2 tasksLast changed 6 Oct 2026 · ChangelogDifficulty

What AI gets right here, and what you’ll still have to catch

From 16 graded outputs by 8 models. 38% were usable with at most a quick edit.

Reliably right

  1. Produces the required deliverable100% pass
    Complete strategy document in the requested form, length, and for the named reader; the board could act on it.
    GPT-6 Astra · ChatGPT · Supply or demand for a stalled marketplace
  2. Diagnosis before prescription100% pass
    Diagnosis: students can't find the right tutor; actions (intake, recommendations, rematch, manual matching) directly address it.
    GPT-6 Astra · ChatGPT · Supply or demand for a stalled marketplace
  3. Tells the CEO plainly100% pass
    It clearly states the enterprise-first plan is wrong for next year, backs it with numbers, and presents the alternative.
    GPT-6 Astra · ChatGPT · Enterprise, says the CEO

Where it slips

  1. Names an advantage that's hard to copy11% pass
    Does not name a benefit and a barrier that a well-funded competitor couldn't copy; no moat is identified.
    GPT-6 Astra · ChatGPT · Supply or demand for a stalled marketplace
  2. Proposes tests that could fail42% pass
    The SMB pilot lacks a numeric threshold for success; while the payback guardrail has a threshold and action, not every proposed test/gate meets the full requirement.
    GPT-6 Astra · ChatGPT · Enterprise, says the CEO
  3. Avoids unsupported claims44% pass
    Presents 'root cause: we've let the loudest requests set the roadmap' and 'SMB remains our top-of-funnel' as facts without labelling them as hypotheses or citing evidence.
    Haiku 5.5 · API · Enterprise, says the CEO

How it’s graded

Each check is built on how world-class product and growth leaders do this work, as they’ve described it on Lenny’s Podcast, and names the leader it comes from.

  1. Diagnosis before prescription

    Does the strategy name the crux, the specific obstacle or opportunity the evidence points to, and do the proposed actions follow from that diagnosis?

    Passes when States one crux grounded in the supplied evidence, and each major action visibly addresses it.

  2. Names an advantage that's hard to copy

    Does the strategy say what will make its position hard for an informed, well-funded competitor to copy (a benefit customers value plus a barrier to copying it), rather than relying on being first, on features, or on funding?

    Passes when Names the benefit and the barrier, and why a capable competitor couldn't simply replicate it.

  3. Says what it gives up

    Does the strategy name what the company will stop doing, or deliberately not do, in order to pursue it?

    Passes when Names at least one real thing being dropped or declined, with the reason it loses out.

Plus our standard checks

Uses the supplied evidence correctly · Addresses the actual decision · Respects explicit constraints · Identifies material uncertainty · Avoids unsupported claims · Produces the required deliverable · Proposes tests that could fail · and 2 written for each task, which you’ll see in the tasks below.

The tasks

Read the brief, then compare up to three outputs, each with the LLM judge’s verdict on every check. Highlights mark what a PM had to fix.

The brief

Our tutoring marketplace has stalled at about 4,000 bookings a month. Write a one-page strategy for the next 12 months (about 500 words) for our CEO to take to the board. We can fund one major bet.

What the model was given4 items: Scenario, Metrics, Research, Board view
ScenarioTutorly connects secondary-school students with independent tutors for online lessons at £30–45 an hour; we take a 20% commission. There are 6,500 active tutors and 11,000 active students. We have 18 months of runway and about £1.2m to put behind the one bet.
MetricsTutor supply up 60% year on year; bookings up 8%. 70% of tutors get zero bookings in a typical month. Repeat booking rate is 64% for students who book twice.
ResearchStudents cite 'finding the right tutor' as their top problem. Tutors cite 'not enough students'.
Board viewThe board believes paid acquisition of students is the answer.
What a strong answer doesThe answer key the graders mark against

Recognise the contradiction: supply is abundant but matching fails, so buying demand into a broken match pours water into a leaky bucket. Choose matching quality and say what is given up.

Critical failures (cap the score at 40)
  • Recommends paid demand acquisition without addressing matching
Task

Staff-level · v1.12

The outputs

8 setups answered this brief.

Usable with a quick edit8 of 12 checks passed

The strategy is actionable, evidence-based, and framed for the board; a PM could add a numeric threshold to the Month 3 gate and a brief moat argument with a quick edit without redoing any reasoning.

Output

Tutorly: 12-Month Strategy Board paper, for decision

The problem Bookings have grown 8% while tutor supply grew 60%. We are not short of tutors or students. We are failing to connect them. Students say their top problem is finding the right tutor. Tutors say they lack students, and 70% get no bookings in a typical month. Once a student books twice, 64% keep booking, so the product works when a match happens. The leak is in the first match.

Why not paid student acquisition The board's instinct is to buy more students. I recommend against it for now: - Paid students would arrive at the same broken search and matching flow that already frustrates them. We would be paying to acquire customers we are likely to lose before their second booking. - Our tutor base is already larger than our demand. More students would mainly bring more tutors into the same competition for the few bookings available. - Acquisition spend scales with cost. Matching improvements scale with use.

The bet: fix first-match conversion (£1.2m) Over 12 months we will build a guided matching system and test it against the current search:

  1. Structured intake (Months 1–4). Students give subject, exam board, year group, goals, budget, and availability. Required before search.
  2. Curated shortlists (Months 2–6). Within one hour, students receive three ranked tutors with a free 15-minute intro call. A small concierge team handles hard cases such as niche subjects and last-minute exam prep.
  3. Ranking that rewards fit and responsiveness (Months 3–8). Ranking weighs subject expertise, response time, and student outcomes. New tutors get guaranteed early exposure so that supply does not stall at the bottom.
  4. Tutor activation (Months 4–12). Tutors with zero bookings in 30 days receive coaching on profile quality and availability, plus targeted introductions.

Budget (£1.2m) - Product and engineering: £600k - Concierge matching team: £300k - Tutor activation and targeted student tests: £200k - Measurement and contingency: £100k

Targets (12 months) - Bookings: 4,000 → 5,500 per month - Students with a first booking within 7 days of intake: baseline in Month 1, target +50% - Share of tutors with at least one booking per month: ~30% → 45% - Repeat rate (second booking): hold at or above 64%

Decision gates - Month 3: Intake and shortlist live for a test cohort. Confirm the conversion baseline and the uplift. - Month 6: If first-match conversion has not improved by at least 20% against control, stop further build and move remaining funds to a small, controlled paid-acquisition test. If it has, scale the concierge model and begin targeted acquisition in segments where our supply is deepest. - Month 9: Review unit economics. Each booking should contribute enough commission to cover concierge cost.

Runway This plan spends £1.2m over 12 months and leaves about six months of runway for the gates above. If the Month 6 gate fails, we retain the option to pivot without running out of cash.

What we are asking the board to approve 1. Fund the £1.2m matching-led plan. 2. Approve the Month 6 gate and the reallocation rule if it fails. 3. Defer paid student acquisition until conversion data supports it.

The board's instinct is right that growth needs more students. But we already have more tutors than we can match, and the evidence points to the match as the bottleneck. Fixing that first makes every future pound of acquisition work harder.

Grades and run details

Decision model 71 · LLM judge 85
Decision model checks
  • failUses the supplied evidence correctly18%
  • passAddresses the actual decision100%
  • passRespects explicit constraints35%
  • passIdentifies material uncertainty100%
  • failAvoids unsupported claims34%
  • passProduces the required deliverable89%
  • passSurfaces the central contradiction100%
  • passMakes a clear choice100%
  • passDiagnosis before prescription100%
  • partialProposes tests that could fail48%
  • failNames an advantage that's hard to copy46%
  • passSays what it gives up100%
Run
Run
#1
API response time
16 s
Submitted
8 Oct 2026

Usable with a quick edit10 of 12 checks passed

The strategy is clear, actionable, and complete for the board; a PM could use it with minor wording edits, without re-checking evidence.

Output

Tutorly: turn tutor choice into sustained bookings

12-month strategy | Board decision requested

Recommendation

Commit our one major bet to helping students find a suitable tutor and establish a recurring lesson habit. Authorise up to £1.2m in staged funding. Defer broad paid student acquisition until we demonstrate that we can reliably convert demand into repeat bookings at sustainable economics.

Why this bet

Tutor supply has grown 60%, while bookings have grown just 8%. With 70% of tutors receiving no bookings in a typical month, recruiting more supply is unlikely to unlock growth. Students identify finding the right tutor as their biggest problem. Our working hypothesis is that Tutorly offers access without enough confidence to choose.

The board’s acquisition thesis remains plausible: tutors report insufficient students. But that describes their experience, not necessarily the underlying constraint. More traffic could help, or could send more students into an ineffective matching journey.

The reported 64% repeat rate among students who book twice suggests potential value after an initial relationship forms. It does not establish retention across all students or explain losses before the second booking. We must validate its definition and measurement window.

What we will build

Start with the subject and year-group segment showing the strongest combination of existing demand, available tutors and repeat behaviour. Offer students a short intake covering learning goals, syllabus, budget and availability, followed by three suitable, available tutors with clear reasons for each recommendation.

After the first lesson, check fit, offer a straightforward rematch where needed and make recurring booking easy. Begin with manually assisted matching to learn what predicts successful relationships before automating it. Broad tutor recruitment and unrelated marketplace expansion will be deferred.

Execution and investment

In months 1–2, release £150,000 to establish the funnel from qualified enquiry through first, second and subsequent lessons, interview students who abandoned booking and run a controlled matching pilot. Audit “active” user definitions: the headline counts do not establish usable demand or supply.

In months 3–6, release a further £350,000 only if the pilot improves second completed bookings within 30 days by at least 20% relative to the existing journey, without materially increasing refunds or complaints. This is a proposed investment threshold, not a forecast; sample size and measurement rules will be agreed before testing.

In months 7–12, release the remaining £700,000 only if gains persist and contribution economics support expansion. Automate proven matching steps and extend into adjacent segments. Small paid-acquisition tests can then establish whether additional demand scales profitably.

Success and downside protection

Target 8,000 completed monthly bookings by month 121, with term-time and holiday comparisons reported separately. Track contribution after payment costs, support, incentives and matching operations alongside booking growth.

Assuming one-hour bookings, current commission revenue is only £24,000–£36,000 monthly. Doubling bookings would not itself establish sustainability. Acquisition spending must therefore recover its cost from observed contribution within six months, rather than speculative lifetime value.

If matching fails the month-six gate, stop further funding and reassess the acquisition thesis. With 18 months of runway, preserving capital when evidence disappoints is part of the strategy.

What a PM had to fix

  1. 1Test or gate too weakTighten the testQuick edit

    What we’d changeGive the target a basis, a short bridge showing the conversion, booking-frequency or demand change it needs, and say exactly when the month-6 gate is judged.

Grades and run details

Decision model 79 · LLM judge 92
Decision model checks
  • failUses the supplied evidence correctly15%
  • passAddresses the actual decision100%
  • passRespects explicit constraints57%
  • passIdentifies material uncertainty100%
  • passAvoids unsupported claims43%
  • passProduces the required deliverable69%
  • passSurfaces the central contradiction100%
  • passMakes a clear choice100%
  • passDiagnosis before prescription100%
  • partialProposes tests that could fail47%
  • failNames an advantage that's hard to copy67%
  • passSays what it gives up100%
Run
Run
#1
Time to output
39 s
Submitted
24 Sept 2026

Check by check

Where the outputs differ comes first. Open a check to read the judge’s reasons. “Mixed” means the two graders disagreed.

Where they differ 2

Avoids unsupported claimsMixedRight
Haiku 5.5 · API

Interpretations like 'not short of students' and 'leak is in the first match' are grounded in the supplied evidence and not presented as unsupported assertions.

GPT-6 Astra · ChatGPT

Hypotheses are clearly labelled; no interpretations presented as established fact.

Proposes tests that could failWrongRight
Haiku 5.5 · API

The Month 3 gate lacks a numeric threshold, does not specify what result would stop or continue, and thus doesn't fully meet the 'test that could fail' requirement.

GPT-6 Astra · ChatGPT

Gates include a numeric threshold (20% improvement in second bookings within 30 days), a measurement window, and a stop-funding trigger.

All got wrong 1

Names an advantage that's hard to copyWrongWrong
Haiku 5.5 · API

Does not name a benefit customers value plus a barrier that would make the position hard for a well-funded competitor to copy.

GPT-6 Astra · ChatGPT

Does not name a benefit and a barrier that a well-funded competitor couldn't copy; no moat is identified.

All mixed 1

Uses the supplied evidence correctlyMixedMixed
Haiku 5.5 · API

All factual statements about the current situation appear in the brief or context, or follow from the supplied numbers.

GPT-6 Astra · ChatGPT

All factual claims are directly from the supplied context or derived by correct arithmetic.

All got right 8

Addresses the actual decisionRightRight
Haiku 5.5 · API

Commits early to matching as the one bet, defers paid acquisition, and names the Month 6 conversion improvement condition that would change the answer.

GPT-6 Astra · ChatGPT

Commits to one bet (matching quality), defers paid acquisition, and states the condition (matching fails at gate) that would change the call.

Respects explicit constraintsRightRight
Haiku 5.5 · API

Delivers a ~500-word one-page board paper that respects the single-bet budget and runway.

GPT-6 Astra · ChatGPT

One-page, ~500 words, one major bet, addressed to the CEO for the board.

Identifies material uncertaintyRightRight
Haiku 5.5 · API

Month 6 gate sets a clear numeric threshold and action; the plan acknowledges the risk and a pivot option if the bet fails.

GPT-6 Astra · ChatGPT

Names the hypothesis, the need to validate the repeat-rate definition, and gates that resolve uncertainty.

Produces the required deliverableRightRight
Haiku 5.5 · API

Output is a complete board-ready paper within the length, formatted for the CEO to take to the board and act upon.

GPT-6 Astra · ChatGPT

Complete strategy document in the requested form, length, and for the named reader; the board could act on it.

Surfaces the central contradictionRightRight
Haiku 5.5 · API

Explicitly states that supply grew 60% while bookings grew only 8%, highlighting the disconnect that the matching bet addresses.

GPT-6 Astra · ChatGPT

Explicitly surfaces the contradiction: supply up 60%, bookings up only 8%, 70% of tutors unbooked.

Makes a clear choiceRightRight
Haiku 5.5 · API

Chooses the matching bet and clearly defers paid student acquisition, naming what is given up.

GPT-6 Astra · ChatGPT

Chooses matching quality as the one bet and names what is forgone: paid student acquisition and broad tutor recruitment.

Diagnosis before prescriptionRightRight
Haiku 5.5 · API

Diagnoses the first-match conversion as the crux and then proposes structured intake, curated shortlists, ranking, and tutor activation that all address it.

GPT-6 Astra · ChatGPT

Diagnosis: students can't find the right tutor; actions (intake, recommendations, rematch, manual matching) directly address it.

Says what it gives upRightRight
Haiku 5.5 · API

Explicitly defers paid student acquisition, naming the sacrificed growth lever and the reason (conversion data needed first).

GPT-6 Astra · ChatGPT

Explicitly defers paid student acquisition and broad tutor recruitment, stating what is given up.

Results

Every setup we’ve tested on this task type, across all its tasks and repeats, graded on the current checklist. Calibrated. Where our PM checked the graders by hand, they agreed on 84% of 76 checks.

#Model · HarnessTask scoreDecision modelLLM judgeRunsCritical failures
1GPT-6 AstrawithChatGPT83.388.52None
2Haiku 5.5withAPI77.180.82None
3Sonnet 5.5withAPI77.180.82None
4GPT-6.1 SolwithAPI79.276.92None
5GPT-6 LunawithAPI77.176.92None
6Opus 5.5withClaude83.365.42None
7Gemini 3.8 FlashwithAPI68.857.72None
8Gemini 3.5 Flash-LitewithGemini60.442.32None

What you get for the cost

No setup scores within 5 points of the leader at half its cost or less here, so the leader is also the best value.

Task score against relative cost for each setup. The table below has the same figures.4050607080901001×3×10×30×100×Cost per output, relative to the cheapest setup (log scale) →↑ Task scoreGPT-6 Astra · ChatGPT: task score 87, 84× the cheapest (1 of 2 outputs estimated)Haiku 5.5 · API: task score 80, 1.7× the cheapestSonnet 5.5 · API: task score 78, 27× the cheapestGPT-6.1 Sol · API: task score 77, 12× the cheapestGPT-6 Luna · API: task score 74, the cheapestOpus 5.5 · Claude: task score 71, 68× the cheapest (1 of 2 outputs estimated)Gemini 3.8 Flash · API: task score 61, 8.1× the cheapestGemini 3.5 Flash-Lite · Gemini: task score 49, 3.1× the cheapest (1 of 2 outputs estimated)GPT-6 Astra · ChatGPTHaiku 5.5 · APISonnet 5.5 · APIGPT-6.1 Sol · APIGPT-6 Luna · APIOpus 5.5 · ClaudeGemini 3.8 Flash · APIGemini 3.5 Flash-Lite · Gemini
Nobody beats these on both score and costCost partly estimated (app runs with no usage meter)
Task score and relative cost by setup
SetupTask scoreRelative cost (cheapest = 1)
GPT-6 Luna · API741.0×
Haiku 5.5 · API801.7×
Gemini 3.5 Flash-Lite · Gemini493.1× (partly estimated)
Gemini 3.8 Flash · API618.1×
GPT-6.1 Sol · API7712×
Sonnet 5.5 · API7827×
Opus 5.5 · Claude7168× (partly estimated)
GPT-6 Astra · ChatGPT8784× (partly estimated)

Cost is each output’s tokens at the model’s list price, shown relative to the cheapest setup. Runs done in an app have no usage meter, so theirs are estimated from the same setup’s measured runs. How we compare cost

About the task

The PM job

Writing a strategy memo that leadership can act on.

Why it matters

Strategy that doesn't choose isn't strategy. Models write fluent strategic prose easily; making a choice the evidence supports and naming what it gives up is harder.

What good looks like

  • Diagnoses the one obstacle that matters before prescribing
  • Makes one clear choice and names what is sacrificed
  • Grounds the choice in the supplied evidence
  • Surfaces the tension or contradiction in the data
  • Defines how we would know it is working

Deliberately not measured

  • Market sizing accuracy beyond the supplied data
  • Financial modelling
Capability tested

Choosing where to play and what not to do, from supplied evidence

The failure we’re looking for

Strategic-sounding aspirations without a diagnosis or a choice

Grading

Decision model and LLM judge, calibrated against a blind PM review