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Positioning and pitch

Skill tomaszstaniak/pm-ai-skills/positioning-and-pitch

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Framework based on April Dunford's "Obviously Awesome" and "Sales Pitch". Use this skill whenever the user is discussing how to describe, frame, differentiate, sell, or talk about their product — even if they do not explicitly say "positioning," "pitch," or "messaging." Triggers include: (1) defining or evaluating product positioning using the five-component framework, (2) translating positioning into a compelling pitch for execs, boards, partners, or buyers, (3) choosing a market category strategy that shapes what you build and how you compete, (4) developing differentiated value claims, (5) diagnosing why your product story isn't landing with customers or stakeholders, (6) aligning teams around a shared positioning narrative and connecting it to roadmap priorities, (7) writing a launch announcement, website headline, or tagline, (8) deciding which features to highlight in marketing copy, demos, or sales decks, (9) responding when a buyer says "you sound like everyone else."

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SKILL.md

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Positioning and Pitch (Dunford)

This skill captures the strategic positioning framework from April Dunford's Obviously Awesome and the pitch construction model from Sales Pitch, combined into a single cohesive framework for product managers. It covers how to define where your product wins, for whom, and why — and how to translate that positioning into pitches that land with executives, boards, partners, and buyers. Positioning is not a marketing exercise. It's the upstream decision that determines what you build, who you build for, and how you talk about it.

Core Principle

PMs who can't articulate why their product wins in a specific market context can't make good roadmap decisions, can't align stakeholders, and can't enable sales — positioning is the strategic act that connects product decisions to market reality.

Positioning feels like a marketing deliverable until you realize it's the decision that shapes everything downstream. Your market category determines which competitors buyers compare you to and which features they expect. Your differentiated value determines which capabilities deserve investment and which are distractions. Your best-fit customer definition determines where discovery should focus and which segments your roadmap should serve. Your pitch — to executives, to the board, to partners, to customers — is just positioning delivered in context.

Dunford's framework is built on a specific insight: positioning is not messaging. It's the set of assumptions — about your competitive context, your unique strengths, and your target market — that messaging is derived from. Get the positioning wrong and no amount of wordsmithing fixes the pitch. When positioning is clear, product decisions get easier. When it's absent, every decision becomes a negotiation without shared criteria.

Scoring

Goal: 10/10. When evaluating positioning and pitch quality, rate 0–10:

ScoreDescription
0–2No explicit positioning. Product described in generic terms ("we help companies do X better"). No competitive context. Pitch is a feature walkthrough. Stakeholders can't explain what makes the product different. Roadmap has no filtering criteria — every request is equally valid.
3–4Positioning exists informally but isn't documented or shared. Different team members describe the product differently. Market category is vague or aspirational. Differentiation claims are generic ("faster," "easier," "more flexible"). Pitch works for some audiences but confuses others.
5–6Five positioning components are partially defined. Competitive alternatives are acknowledged but not systematically mapped. Differentiated value is articulated but hasn't passed the "so what / compared to what" test. Pitch has structure but doesn't adapt to different stakeholder contexts. Roadmap is loosely informed by positioning.
7–8All five components are clearly defined and documented. Differentiated value is specific, comparative, and grounded in real capabilities. Best-fit customer definition actively filters discovery and roadmap decisions. Pitch adapts to context — exec reviews, board updates, sales enablement. Cross-functional team can articulate the same positioning story.
9–10Positioning is a living strategic tool that the product team uses for every major decision. Differentiated value is narrow, specific, and impossible for competitors to claim. Market category choice is deliberate and shapes feature expectations. Pitch is tested across contexts and refined based on feedback. Roadmap investments directly reinforce differentiation. When something doesn't fit the positioning, the team has language to say no.

The Five Components of Positioning

Positioning is not a statement — it's a set of five interlocking decisions. Change one and the others must be re-evaluated: competitive alternatives define what "different" means, unique capabilities ground your differentiation in reality, differentiated value translates capabilities into outcomes, best-fit customers narrow where that value lands hardest, and market category sets the frame through which everything else is interpreted.

#ComponentCore ConceptKey Discipline
1Competitive AlternativesWhat buyers would do if you didn't exist — including "do nothing," spreadsheets, agencies, and in-house builds, not just named competitorsAnchor on the alternatives buyers actually consider; different segments evaluate different sets. Don't strawman the alternatives.
2Unique CapabilitiesFacts, not claims — features, architecture, data assets, or expertise that alternatives cannot replicate without significant changeA long list of "unique" capabilities usually means none are. Capabilities decay — re-test quarterly. Never claim uniqueness you can't defend in a customer call.
3Differentiated ValueThe business outcomes your unique capabilities create, stated comparatively — not "we save time" but "six weeks to eight days, because we handle the data migration"Every claim must survive "So what?" and "Compared to what?" Narrow to two or three claims, verifiable with customer evidence.
4Best-Fit CustomersThe segment that captures maximum value from your differentiation, defined by observable characteristics — industry, size, team structure, tech stack, growth stage, situation"Ambitious teams" is not a segment. Best-fit customers buy fastest, expand most, churn least, refer most. Be honest with bad-fit prospects.
5Market CategoryThe frame buyers use to understand what you are — it sets expectations for features, pricing, competitors, and buying processEvery category carries table-stakes expectations. Choose the frame where your strengths read as advantages; never claim a category you can't credibly deliver against.

How the components feed product work: competitive alternatives scope win/loss analysis and feature comparisons; unique capabilities drive build-vs-buy decisions and roadmap weighting; differentiated value filters every feature request; best-fit customers focus discovery recruitment and sales qualification; market category defines which table-stakes gaps must close before launch.

See: references/five-components-of-positioning.md for deep dives, templates, worked examples, product-application tables, and copy patterns per component.

The 10-Step Positioning Process

Positioning is not brainstormed — it's derived through a sequential process. The order matters because each step depends on the outputs of the previous steps.

  1. Assemble a cross-functional positioning team — product, marketing, sales, customer success, plus a senior leader who can make binding decisions.
  2. Start with your competitive alternatives — what customers would do without you, including doing nothing. This grounds the exercise in market reality.
  3. Identify your unique capabilities — for each alternative, what can you do that they can't? Be ruthlessly honest.
  4. Map capabilities to differentiated value — ask "so what?" until you reach a business outcome, then "compared to what?" until it's genuinely comparative.
  5. Identify your best-fit customers — observable characteristics of those who buy fastest, get the most value, churn least, and refer most.
  6. Choose your market category — the frame that makes your strengths most obvious. It may not be the category you started in.
  7. Identify relevant trends (optional) — only if real, relevant to best-fit customers, and not a substitute for actual differentiation.
  8. Test positioning internally — sales, CS, and executives must be able to restate it. Internal alignment precedes market alignment.
  9. Translate positioning into pitch — map each component to its pitch equivalent (see the two-phase model below).
  10. Commit and iterate — positioning is a living document. Review quarterly; update when alternatives, capabilities, or best-fit customers shift.

PM-specific considerations: run steps 1–6 as a single intensive workshop (half-day to full day), not weeks of async review; the PM facilitates rather than authors alone; step 5 directly feeds your discovery research plan; step 6 directly affects feature expectations and competitive framing; steps 8–10 are ongoing PM responsibilities, not one-time deliverables.

See: references/ten-step-positioning-process.md for facilitation guidance, timing, prompts, and decision protocols per step.

Market Category Strategies

Your market category isn't just a label — it's a strategic choice that determines which competitors you face, which features buyers expect, and how much context-setting your pitch requires. Dunford identifies three fundamental strategies:

StrategyCore IdeaWhen to UseProduct Implication
Head-to-HeadCompete directly in an existing, well-understood categoryDifferentiation strong enough to win direct comparison; buyers actively shopping in the categoryMeet every table-stakes expectation — gaps count against you more heavily than extra capabilities count for you
Big Fish, Small PondDominate a niche within an existing categoryYou can't beat the leader across the full market, but a specific segment values your differentiation far more — and the niche is large enoughGo deep on niche needs; features that broaden appeal dilute the moat. Make yourself indispensable to the niche, not adequate for everyone
Create a New CategoryDefine a new market frame where you set the rulesExisting categories force unfavorable comparisons, the product genuinely doesn't fit them, and you have the resources to educate the marketThe product must deliver on the category promise from day one; every product decision must reinforce the category narrative

See: references/market-category-strategies.md for decision frameworks, worked examples, expansion triggers, and common category mistakes.

From Positioning to Pitch: The Two-Phase Model

Positioning tells you what to say. The pitch tells you how to say it, in what order, and adapted to whom. Dunford's pitch model has two phases that apply whether you're pitching to a buyer, presenting to executives, updating the board, or aligning cross-functional partners.

Phase 1: The Setup — creates the context that makes your product's value land. Without it, your differentiation sounds like marketing copy; with it, it sounds like a logical conclusion.

  1. Market Insight — open with a specific, experience-grounded observation about the problem space. Establishes credibility.
  2. Alternatives — walk through the realistic options honestly. In stakeholder contexts these may be strategic directions or build-vs-buy options, not products.
  3. Perfect World — describe what an ideal solution looks like, given the insight and the alternatives' limitations. This sets the evaluation criteria before your product enters the conversation.

Phase 2: The Follow-Through — delivers your product's story into the context the Setup created.

  1. Introduction — position your product (or proposal) within the landscape you just described.
  2. Differentiated Value — the specific outcomes only you deliver, compared to the alternatives discussed. Narrow, specific, impossible to claim verbatim.
  3. Proof — evidence matched to the audience: case studies and demos for buyers; metrics and market validation for executives; strategic and competitive evidence for boards.
  4. Objection Handling — proactively address the concerns this specific audience will have.
  5. The Ask — a specific, clear next step: a dated action, a decision, a resource commitment, or strategic approval.

Why it works across contexts: the Setup/Follow-Through structure mirrors how persuasion actually operates — people need context before they can evaluate a claim.

See: references/positioning-to-pitch-translation.md for per-audience openers, worked examples across exec/board/partner/buyer contexts, and proof-building guidance.

Differentiated Value: The Bridge Between Product and Market

Differentiated value is the single most important output of the positioning process and the most common point of failure. Every value claim must survive two questions:

"So what?" — Push from capability to business outcome. Keep asking until you reach something a stakeholder, executive, or customer would care about.

"We have real-time data sync" → So what? → "Decisions are based on current data" → So what? → "Your ops team catches inventory issues before they become stockouts" → Business outcome reached.

"Compared to what?" — Ensure the outcome is genuinely unique to your approach. If a competitor could put the same sentence on their website with a straight face, you haven't finished.

The roadmap test: for any proposed feature, ask: "Does this make our differentiated value statement more true, more defensible, or more valuable to our best-fit customers?" Features that strengthen differentiation deserve priority; parity features deserve investment only when the gap blocks deals or causes churn; requests from outside the best-fit segment are signal, not requirements.

See: references/differentiated-value-development.md for worksheets, weak-claim patterns, the feature evaluation matrix, and worked examples by PM context.

Proof and Validation

Positioning claims without evidence are just opinions. Build a portfolio of proof — customer evidence, quantified outcomes, demos, competitive validation, and internal alignment — and match it to the audience: metrics and win rates for stakeholders, profile-matched case studies for buyers, win/loss data for cross-functional teams. Structure demos around your differentiation rather than as feature tours.

See: references/positioning-to-pitch-translation.md for building proof per audience — stakeholder pitches, buyer conversations, and cross-functional alignment.

Common Mistakes

MistakeWhy It FailsFix
Treating positioning as a marketing exercisePositioning that doesn't inform product decisions is just messaging — it drifts from reality as the product evolvesInvolve product and engineering in positioning; use it as a roadmap filter
Positioning by aspiration rather than realityClaiming a position your product can't defend under scrutiny destroys trust with buyers, analysts, and internal teamsPosition on current capabilities; use the roadmap to close aspirational gaps
Trying to position for everyoneBroad positioning differentiates from no one; every claim becomes genericNarrow to best-fit customers; excluding some segments makes you stronger in others
Confusing features with differentiated value"We have X feature" is not a value claimRun every claim through "so what?" and "compared to what?" before it appears in any pitch
Setting and forgetting positioningMarket dynamics shift; competitors ship; best-fit customers evolveReview positioning quarterly; audit cross-team alignment at the same time
Pitching without the SetupJumping to your product before establishing context means differentiation lands as marketing copyAlways establish market insight, alternatives, and ideal criteria before introducing your product or proposal

Quick Diagnostic

QuestionIf NoAction
Can you name the top 3 competitive alternatives your best-fit customers actually consider?You don't know what you're being compared toMap alternatives from customer interviews and win/loss data, not from assumptions
Can you state your differentiated value in one sentence with a specific outcome and comparison point?Your differentiation is too vague to drive decisionsRun "so what / compared to what" until you reach specificity
Does your best-fit customer definition use observable characteristics, not psychographics?You can't reliably identify or target your best customersRedefine using company size, industry, team structure, growth stage, or specific situation
Does your roadmap explicitly reference positioning when prioritizing features?Positioning and product development are disconnectedAdd "positioning impact" as a prioritization criterion; score features against differentiated value
Can every team member who talks to customers describe the product the same way?Different touchpoints send contradictory signalsRun an alignment session; use positioning as the shared narrative
Does your pitch adapt to different audiences (buyers, executives, board, partners)?A one-size-fits-all story resonates with no oneMap the two-phase model to each audience; customize Setup and proof for each

Reference Files

  • Five Components of Positioning — Deep dive on each component with templates, worked examples, product-application tables, copy patterns, and PM-specific application guidance
  • Ten-Step Positioning Process — Step-by-step facilitation guide with timing, who to include, and decision-making protocols
  • Market Category Strategies — When to use each strategy, worked examples, decision framework, and product implications
  • Positioning to Pitch Translation — How the five positioning components map to the eight pitch components, with PM-specific contexts including exec reviews, board updates, and partner conversations, plus proof-building guidance
  • Differentiated Value Development — Worksheets for the "so what / compared to what" process, connecting differentiation to roadmap decisions

Further Reading

About the Author

April Dunford is a positioning consultant and former VP of Marketing who has led go-to-market strategy for over two dozen B2B technology companies. She developed the five-component positioning framework in Obviously Awesome from fifteen years of first-hand experience repositioning products at companies ranging from early-stage startups to IBM. Sales Pitch extends that positioning work into the conversation layer, providing a structured two-phase model for translating strong positioning into pitches that build confidence and close deals. Her work emphasizes that positioning is not a messaging exercise — it's a strategic decision that determines competitive context, feature expectations, and market perception.

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