Obviously Awesome: The Strategic Guide to Positioning Your Product

Stop competing on features. Learn April Dunford's proven 5-step positioning framework to make your product 'obviously awesome' to the right customers — backed by powerful analogies, real-world case studies, and actionable worksheets from the expanded edition.

6/2/2026

Written by: Aware Ascent

persistence and mastery

Credit Notice: This post explores the core principles and practical frameworks detailed in “Obviously Awesome” by April Dunford. The core concepts of positioning as deliberately choosing the context of comparison, the Five (Plus One) Components of Effective Positioning, the 5-step positioning process (competitive alternatives, unique attributes, value, target market characteristics, and market category), and the powerful real-world examples, including the Joshua Bell experiment, the Cake Pop transformation, the Siebel case study, the milkshake analogy, and the database repositioning, are all derived from Dunford’s extensive experience and work.

You have a brilliant product. It solves a real problem. But your ideal customers keep choosing competitors — or nothing at all.

That sinking feeling happens to founders and product marketers every day. The usual culprit? Terrible positioning.

Most teams position their product by listing features or comparing themselves to a category leader. But April Dunford, a 25+ year tech positioning veteran and author of Obviously Awesome, says that’s exactly backward.

In her book, she delivers a proven, structured framework that has transformed how companies like Slack, Lightbend, and IBM position new offerings. The book has recently been updated and expanded to include new insights from hundreds of positioning workshops and to better address the needs of multiproduct companies.

This guide walks you through the entire book — no fluff, no filler — so you can apply the framework tomorrow.


What You’ll Learn (And Why It Matters)

If you’re a product manager, founder, or marketing lead, this book will change how you think about go-to-market strategy.


The Core Problem: Context Is Everything

Here’s a painful truth that runs throughout Obviously Awesome: Features have no intrinsic value. Their value depends entirely on the context a customer uses to evaluate them.

The Joshua Bell Experiment

Dunford opens with a stunning real-world example. Joshua Bell is an award-winning violinist who sells out shows averaging $300 per ticket. The Washington Post convinced him to play his $3.5 million Stradivarius violin in a Washington D.C. subway station during morning rush hour.

The result? Over 1,000 people passed by in 45 minutes. Only 27 stopped to listen. He collected less than $40 in donations — not even a sixth of what a single concert ticket would cost. The largest crowd at any given time was only about 7 people. Some even found his world-class music annoying. In the subway, he was just “a man trying to make a dollar.”

Same musician. Same instrument. Same music. Different context = completely different perceived value. As Dunford writes, “Like Joshua Bell delivering a world-class performance in a context that didn’t ascribe value, lousy positioning makes your prospects work harder to figure out if you are worth paying attention to.”

Deep Insight: Most people rely on a frame of reference; they need to be able to compare one product or experience to another to better understand its value. Most products are exceptional only when we understand them within their best frame of reference.

The Strategic Implications of Context

Context ElementWhat Customers AssumeStrategic Risk If Unmanaged
CategoryKey features, pricing model, typical customerBeing compared to wrong competitors
Competitive SetAvailable alternatives, feature benchmarksBeing seen as a weak copycat
Use CaseSpecific problem being solved, workflow integrationBeing perceived as a generalist “nice-to-have”
Target CustomerRelevant pain points, budget size, decision criteriaMessaging that resonates with no one

The Two Traps of Default Positioning

Dunford identifies two common traps that keep companies stuck in ineffective positioning.

Trap 1: Your Product Transformed, But Your Positioning Didn’t

You get so stuck on what you intended to build that you don’t see when your product has become something else.

The Cake Pop Story (Expanded): A baker set out to create “the greatest chocolate cake in the world.” But during development, the cake turned out small — single-serving size. So the baker wrapped it in fancy packaging and tried to sell it in high-end bakeries.

The Cake Pop was a square peg in a round hole until they realized: “Yes, your product contains cake, but it’s the stick and the shape that make it amazing. You need to position your product so that the stick and the shape make sense.” By repositioning it as a lollipop for grownups, the stick and the ball suddenly belonged. It wasn’t a dessert; it was a snack for coffee drinkers on the go.

AspectCake PositioningCake Pop Positioning
Target buyersFancy bakeries, fine diningCoffee shops, busy adults
CompetitorsCakes, pies, ice creamDonuts, Danishes, candy bars
Price pointPremium, sit-down treatAffordable, impulse buy
Key featuresOrganic ingredients, French saltConvenience, portability, fun shape
Perceived Value”A small, overpriced cake""A clever, portable treat”

Trap 2: The Market Changed, But Your Positioning Didn’t

You carefully designed a product for a specific market, but that market evolved. Competitors repositioned. Customer expectations shifted.

In Dunford’s own experience, a team sold a “diet muffin” for health-conscious consumers. Then a competitor opened across the street, selling the exact same muffin positioned as a “gluten-free paleo snack.” The trendy positioning won. The original baker lost customers — not because the product changed, but because the context changed. A product that was well-positioned in a market can suddenly become poorly positioned, not because the product itself has changed, but because the markets around it have shifted.

“While we understand that context is important, we generally fail to deliberately choose a context because we believe that the context for our product is obvious.” — April Dunford

The Cost of Default Positioning

SymptomWhy It HappensThe Hidden Cost
Sales cycles are long and unpredictableProspects need time to invent their own contextLost revenue, demoralized sales team
Deals are lost to “do nothing”The case for change hasn’t been madeZero-sum market growth
Constant price pressureProduct is seen as a commodityEroded margins, race to the bottom
Inconsistent sales messagingNo shared understanding of the competitive playing fieldInefficient marketing, confused buyers

The Five (Plus One) Components of Effective Positioning

Great positioning rarely comes by default. If you want to succeed, you have to determine the best way to position your product deliberately, test, and try again. It’s a foundational marketing concept, but unlike marketing tactics that change every year, the basic tenets of positioning have held constant since the term was first coined.

Dunford outlines five essential components of effective positioning (plus a bonus sixth), all of which must be defined together and are interdependent.

#ComponentDescriptionKey Question
1Competitive AlternativesWhat customers would do if your solution didn’t exist”Do we understand the real alternatives, including ‘do nothing’?“
2Unique AttributesThe features and capabilities that the alternatives lack”What is our ‘secret sauce’ that truly stands out?“
3Value (and proof)The benefit that those features enable for customers”Why does our secret sauce matter to the customer? Where’s the evidence?“
4Target Market CharacteristicsThe characteristics of buyers that lead them to care about the value”Who are the customers who buy quickly, rarely ask for discounts, and tell their friends?“
5Market CategoryThe market you describe yourself as part of to help customers understand your value”What box do we want customers to put us in?“
6(Bonus) Relevant TrendsTrends that your target customers understand and can help make your product more relevant right now”Why is our offering especially relevant today?”

The components are linked by a powerful causal chain: The value you deliver depends on your differentiators, which depend on what alternatives you compare your product to.


The 5-Step Positioning Framework (Step by Step)

In the updated edition, Dunford has refined her process to have five components and five steps instead of the original 10 steps, after hearing feedback that the numbers didn’t match. The pre-work section has also been expanded to include key decisions a team should make before beginning a positioning exercise.

Step 1: Understand Your True Competitors (Not Just Direct Ones)

Most people list direct rivals. Instead, list everything a customer does to solve the problem: Do nothing, use a manual workaround (spreadsheets, email), hire an agency, use a point solution, or use a suite product.

Deep Insight: In business software, the most common competitive alternative is a combination of general-purpose business software (spreadsheets, documents, presentations) and manual processes.

Example from the book: When Dunford positioned a new data streaming product, competitors weren’t just Kafka or RabbitMQ. The real competitor was “customers building fragile point-to-point scripts.” Positioning against that weakness changed everything. Understanding the alternatives is crucial, and the first step in any positioning exercise is to make a short list of your best customers, as they hold the key to understanding what your product truly is.

Step 2: Identify Your Unique Differentiators

Write down 5–10 capabilities you have that competitors (from Step 1) lack. Don’t filter yet. Be specific. The key is to make sure they are different when compared with the capabilities of the real competitive alternatives from a customer’s perspective.

Weak: “AI-powered analytics” Strong: “Real-time anomaly detection without historical training data”

Step 3: Find the Market Context Where Your Strengths Shine

Ask: In what situation does my unique sauce matter most? And Which competitor does this situation hurt the most?

This is often where teams get stuck, and Dunford has significantly expanded this step in the updated edition based on client feedback.

Worksheet:

Your strengthWhere it’s valuableWho suffers
No training data requiredHigh-velocity data streams (fraud detection)Legacy ML tools needing days of training
99.99% uptimeFinancial trading alertsOpen-source message queues (no SLA)

Step 4: Name Your Category (Carefully)

Don’t invent nonsense jargon. Instead, describe the value you deliver and use words customers already understand. “It’s always better to be a little boring than completely baffling.”

Deep Insight: If you choose your category wisely, all the assumptions are working for you. You don’t have to tell customers who your competitors are. It’s assumed! You don’t have to list every feature, because it’s assumed that all products in the category have basic category functions.

Good: “Continuous integration for data pipelines” Bad: “Omni-channel hyperconverged data fabric”

Step 5: Build Your Positioning Statement

Use this template:

For [target customer] who needs [urgent job to be done] , our product is a [category name] that delivers [most important benefit] . Unlike [competitors or alternatives] , we [unique primary differentiation] .

Real example from the book: A database company that couldn’t compete as a “database” repositioned as a “data warehouse.” The team delivered value that was much more clearly aligned with that category of solutions than it was with databases.


The “Obviously Awesome” Test

How do you know your positioning works? Run the elevator pitch test.

Ask someone to describe your product to a colleague. If they say:

“It’s like [competitor] but with [feature]” — your positioning is weak.

If they say:

“You know how [problem] happens in [context]? This solves it by [unique value]” — you’ve succeeded.

The goal: Make your product obviously awesome in the right context, not slightly better in the wrong one.


Deep Dive: Real-World Case Studies

Case 1: The Database That Became a Data Warehouse

Dunford shares a personal story from early in her career. She was selling a next-generation database developed by PHDs. But the world didn’t want a fancy new database, and it showed. Often, her team would be booted off before they’d finish their presentation.

Everything changed when a customer told her, “You aren’t a database.” Completely baffled, she asked, “What the heck are we?” The customer explained that in his eyes, they were more of a business intelligence tool — specifically, a data warehouse (a specialized system used for data analysis).

By repositioning as a data warehouse, even though they lacked some traditional warehouse features, their unique value became clear. And importantly, the repositioning didn’t stop with marketing and sales — it changed the way they viewed themselves. They looked at future features and adjusted them to fit their new vision.

“Changing the way the company thinks about itself will usually have an impact on how product features get prioritized in the future.” — April Dunford

Case 2: The “Crappy Siebel” That Sold for $1.7 Billion

Dunford also shares a remarkable turnaround at Siebel. An enterprise CRM product had unique many-to-many mapping capabilities but few customers. Sales reps constantly heard: “Oh, it’s like Siebel, but crappy.”

The team repositioned the product as “CRM for investment banks” — a specialized niche where their unique data modeling capabilities were essential, not optional. By deliberately choosing this specific context, they went from being a weak copycat to an essential solution. The result was that Siebel itself had to acquire the company.

Case 3: The Milkshake Analogy

Dunford uses the famous “milkshake marketing” story from Clay Christensen to illustrate the power of understanding the “job to be done.” When a fast-food chain wanted to sell more milkshakes, traditional segmentation (demographics, flavor preferences) got them nowhere. They discovered the “job” their customers hired a milkshake to do: to make a long, boring morning commute more interesting, with a drink that could last 20+ minutes and be consumed one-handed.

By understanding this context, they could compete not just against other milkshakes but against bananas, donuts, bagels, and coffee — and win.

Case 4: The “Fishing Net” Approach (For Early-Stage Products)

For companies without enough experience to see a clear pattern, Dunford suggests the “Fishing Net” approach. Position your net broadly as a generalist to catch as many fish as possible. Once you notice you’re catching “tuna,” you can move your boat to the tuna spot. It’s a deliberate “test and learn” strategy for positioning.


What’s New in the Updated Edition

The updated version of Obviously Awesome includes several key refinements based on over 100,000 copies sold and hundreds of workshops conducted.

Positioning vs. Strategy

Strategy defines where you’re going; positioning reflects where you are today. Positioning must evolve as your product and market change. The pre-work section now includes key decisions a team should make before beginning a positioning exercise.

AI Isn’t a Position

Simply adding AI is no longer meaningful. If everyone has it, the focus shifts to what tangible value you deliver right now.

Positioning as Hypothesis

Without customers, positioning is a best guess that must be tested and refined rather than treated as fact.

Sell to the Champion

Positioning should resonate with the internal champion within a prospect’s organization, while objections from other stakeholders are handled separately.

Multiproduct Companies

There are now dedicated sections for multiproduct companies grappling with how to position their products in a company with multiple offerings.


Advanced Insights: The Psychology of B2B Buying

Dunford’s framework is not just about logic; it’s about psychology. She argues that B2B buying is driven by the desire to avoid a public, career-limiting failure. Understanding this dynamic is critical for effective positioning.

The Risks Your Positioning Must Mitigate

Customer FearHow Weak Positioning Makes It WorseHow Strong Positioning Helps
Fear of making the wrong choiceLists 10 undifferentiated featuresStates one clear, dramatic benefit
Fear of looking foolish to peersUses jargon and invented category namesBorrows a legitimate, understood category
Fear of high switching costsFails to differentiate from incumbentsProves unique value in a new context
Fear of the unknown (status quo bias)Competes on feature parityCompetes on enabling new capabilities
Fear of recommending a risky vendorVague market, no clear “winner” narrativeClear market context and comparison set

The Hired vs. Not-Hired Framework

A powerful mental model from the book is to ask: For which jobs are we the only sensible choice? If you can’t answer that, you don’t have positioning; you have hope.

The Customer’s Job to Be DoneWhy Your Product Gets HiredWhy It Gets Not-Hired
Process-sensitive, compliance-heavy workflowAudit trails, versioning, approvals (unique strengths)General-purpose file sync without controls
Real-time alerting for high-stakes eventsGuaranteed 99.99% uptime, millisecond latencyBatch-oriented systems without SLAs
Cross-functional team collaborationShared context, integrated comments, notificationsEmail chains or disconnected tools

Common Positioning Traps (And How To Avoid Them)

TrapWhy It FailsFix
The feature laundry listNo one remembers 10 featuresLead with 1 dramatic benefit
”We’re like X, but better”Trains customers to compare to XChoose a different category
Positioning for everyoneMeans you win no oneNarrow your initial beachhead
Changing positioning every quarterConfuses buyers and salesKeep core positioning for 12–18 months
Positioning without customer evidenceSounds like marketing hypeUse quotes or data to anchor
Adding features that muddy positioningEvery new feature risks confusing your core messageAsk: “Does this serve our core customer?”

Actionable Takeaways (For Monday Morning)

You don’t need to be a VP of Marketing to use this. Try these exercises:

1. The 5-Competitor Audit

Write down 5 alternatives customers use instead of you. Circle the one you beat most badly. That’s your initial context.

2. The Differentiation Table

List 3 strengths you have. For each, write one customer situation where that strength is a 10/10 and one where it’s a 2/10. Double down on the 10/10.

3. The “Fishing Net” Approach (For Early-Stage Products)

Until you have enough customer experience to see a pattern, position your net broadly as a “fish net.” This keeps your options open. Once you notice you’re catching “tuna,” move to the tuna spot.

4. The Sales Story Workshop

Gather a cross-functional team. Ask everyone to agree on: (a) how to define the problem, (b) current solutions, (c) the gap, and (d) the key purchase criteria a customer should have.

5. The 30-Second Rewrite

Take your current homepage headline. Rewrite it using the positioning template. Show both versions to 3 customers who know you and 3 who don’t. Compare reactions.

Pro tip: Use the free worksheets on April Dunford’s website. They mirror the book’s exercises.


Signs You Have a Positioning Problem

Dunford lists clear warning signs:

“If we fail at positioning, we fail at marketing and sales. If we fail at marketing and sales, the entire business fails.” — April Dunford


Frequently Asked Questions

Q: Does this work for B2C products? A: Mostly yes, but B2C often involves emotional differentiation. Dunford’s examples lean B2B/tech. Still, the core idea (choose the comparison context) applies.

Q: How often should I revisit positioning? A: At least annually, or when you add a major new feature, enter a new segment, or see a new competitor emerge. Positioning is a process you might have to repeat over the course of your company’s life; markets change and products have to change with them.

Q: What’s the difference between positioning and strategy? A: Strategy defines where you’re going; positioning reflects where you are today. Positioning must evolve as your product and market change.

Q: How does positioning affect pricing? A: Directly. When you are the obvious choice for a specific job in a specific context, price becomes a secondary consideration. When you are a generic alternative, price is the primary consideration.


Conclusion: Make Your Product Obviously Awesome

When you change the context, you change everything. The Joshua Bell experiment proves it. The Cake Pop story proves it. The $1.7 billion Siebel acquisition proves it.

Start with one step this week: map your true competitors. Not the ones you fear — the ones customers actually choose. Then ask: In what context does my product win by a landslide?

The noise of the market isn’t going to quiet down on its own. You have to choose to position deliberately. You have to practice the framework when you launch a feature or enter a new segment. It is the key to standing out without shouting.

“Great positioning rarely comes by default. If you want to succeed, you have to determine the best way to position your product. Deliberate, try, fail, test and try again.” — April Dunford

Actionable Takeaway: For the next week, before you write any marketing copy or pitch a prospect, run the “obviously awesome” test. Ask: What context makes my product the obvious choice? Lead with that context, not your feature list.

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