Competitive Strategy
Build durable moats and outmaneuver rivals by identifying structural power and customer-centric differentiation.
The Guide
5 key steps synthesized from 11 experts.
Identify true competitors through customer context
Interview customers to discover what they used before your product or what they would use if you disappeared. This reveals demand-side competitors that are often outside your technical category, such as Excel or manual processes.
Featured guest perspectives
"And so when you start to realize that, jobs helps you see the true competitive set from what we call the demand side of the world as opposed to the competitive set from the supply side of the world, which is the technology or the underlying business model by how which we're making it."— Bob Moesta
"Teams that build winning products share some fundamental traits. They know their customers—and what problem they can solve for them. They know which approach to take—and why it’s superior to the alternatives. And they know what they’re up against—and how to radically differentiate from the competition."— Lenny Rachitsky
"Your solution needs to be +4 better for anyone to care about your product. This also means that if the existing solution gets a 6 or higher, it’ll be very hard to replace (e.g. Excel)."— Lenny Rachitsky
Select your core dimension of differentiation
Choose one of the primary differentiators like quality, convenience, or safety to perform activities differently than the market leader. Ensure your choice is reflected in every product release, treating each feature as a tactical move on a chessboard.
Featured guest perspectives
"Every single day, every single time somebody is pushing your code to production and you're releasing a feature or an enhancement, you are making the product better or you're making the product worse, but the products never remain same. So with every release that your competitor is making and every release that you're making, you are either making chess points, moves against them, positive points, or you're going negative. I think that framework, it actually drives an insane amount of clarity in terms of what you're doing and what the impact is going to be."— Varun Parmar
"He found that there are only two paths to winning a market: 1. Operational effectiveness: Performing activities better than rivals 2. Differentiating: Performing activities differently, or performing different activities, than rivals."— Lenny Rachitsky
Audit for structural sources of power
Evaluate your business against the 7 Powers, specifically looking for counter-positioning or network effects. A true moat must provide a material financial benefit and a structural barrier that prevents replication by competitors.
Featured guest perspectives
"At the earlier stage, you can imagine wildly more degrees of freedom and the questions are of the business propositions that you're thinking of in trying to get to product-market fit, what are the underlying characteristics that might tilt them towards the availability of power or not?"— Hamilton Helmer
"So in a book there's a thing called power progression, which says there are... It tells over the cycle of a business, there are times when certain types of power are available and the converse of that is times when they're not available."— Hamilton Helmer
Capture the market through long-tail niches
Avoid direct head-to-head battles with incumbents by monopolizing secondary and tertiary markets. Focus on specialized inventory or specific underserved user groups where larger players lack the focus or incentives to compete.
Featured guest perspectives
"Unlike our competitors (e.g. Expedia, Orbitz), we didn’t have access to chain hotels in big markets, so we focused on long-tail markets early-on. We build inventory in secondary and tertiary destinations, where the other players didn’t have hotels. They couldn’t compete with us there so we ended up getting a virtual monopoly."— Lenny Rachitsky
"Differentiating becomes even more important if you’re entering a crowded market or coming after an established player. You need to give people a reason to choose you, and to even pay attention in the first place."— Lenny Rachitsky
Assess and exploit incumbent switching costs
Identify the 'true' switching costs of your targets, such as internal business rules, configuration complexity, and the career stakes of the buyer. To displace an incumbent, your solution must offer a massive improvement (at least 4 points on a 10-point scale) to overcome this inertia.
Featured guest perspectives
"Generally, teams think about switching costs as the amount of time and money needed to install one solution and remove another. But true switching costs are much more than that: they include the politics, emotions, career ambitions, esoteric business processes, competing priorities, and sheer laziness that all favor the existing solution."— Lenny Rachitsky
"Your solution needs to be +4 better for anyone to care about your product. This also means that if the existing solution gets a 6 or higher, it’ll be very hard to replace (e.g. Excel)."— Lenny Rachitsky
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Guest Perspectives
Deep dive into what 10 podcast guests shared about competitive strategy.
Andrew Wilkinson
"I met the founder of Letterboxd and I realized, 'Oh my God, this is a business where this has a moat, so it has a network effect, it's a huge social network for film reviewers. It's something I'm passionate about and it's something that we can buy at a fair price.'"
- Prioritize businesses with defensible moats such as network effects, brand loyalty, or community-driven growth.
- Target acquisition opportunities in industries where you have existing knowledge or a deep personal interest.
- Ensure the target business is already profitable and can be acquired at a fair price relative to its long-term viability.
Bob Moesta
"And so when you start to realize that, jobs helps you see the true competitive set from what we call the demand side of the world as opposed to the competitive set from the supply side of the world, which is the technology or the underlying business model by how which we're making it."
- Identify the 'demand-side' competitors by asking customers what they would have used if your product didn't exist.
- Analyze the specific context of use to see if your product is competing with habits or non-traditional alternatives.
- Look for 'anomalous' user stories to uncover hidden competitive sets you may have overlooked.
Drew Houston
"Less than a year later, Google Photos launches. And not only does it provide a lot of the same value, but they also gave you free unlimited storage for life. And so, they just totally nuked our business model."
- Monitor incumbent product launches as 'mushroom clouds'—signals that a market winter is approaching even if immediate impact isn't felt.
- Be decisive in shutting down non-core products to pivot resources toward a more defensible market like productivity.
- Prepare for a total narrative flip where previous success metrics are invalidated by new competitive realities.
Hamilton Helmer
"At the earlier stage, you can imagine wildly more degrees of freedom and the questions are of the business propositions that you're thinking of in trying to get to product-market fit, what are the underlying characteristics that might tilt them towards the availability of power or not?"
- Assess early-stage business propositions for structural barriers that create durable power rather than just near-term growth.
- Look for characteristics that tilt toward scale economies, network effects, or switching costs before finalizing a business model.
- Incorporate strategic thinking early to influence the direction of product-market fit toward a sustainable competitive position.
"So in a book there's a thing called power progression, which says there are... It tells over the cycle of a business, there are times when certain types of power are available and the converse of that is times when they're not available."
- Focus on counter-positioning as the primary entry point for startups substituting for existing solutions.
- Exclude branding and process power from early strategy discussions as they are typically only achievable in the stability phase.
- Prioritize network economies, switching costs, and scale economies as potential next steps following a successful market entry.
Julia Schottenstein
"I see a lot of founders get this wrong and they prematurely will shut down a conversation or they won't talk to an incumbent or a potential future buyer because they take too competitive of a stance. But that's a mistake because M&A is all about creating plan Bs and you don't want to shut that door down prematurely because you don't know if you can really go the distance and be an independent company. So you want to have optionality."
- Avoid taking an overly competitive stance that prevents you from talking to incumbents or potential future buyers.
- Leverage a distribution advantage that matches your product type, such as bottoms-up product-led growth or top-down enterprise sales.
- Listen for a 'spark' in user feedback, looking for customers who cannot stop talking about the product and want to share it with peers.
Richard Rumelt
"And my point in writing about David and Goliath was that the surprise that David is able to beat this giant warrior, and that's a strategy story. Strategy story is about discovered strength."
- Look for 'discovered strengths' in your organization that competitors have overlooked.
- Analyze the nature of your competition to find areas where your unique capabilities create an advantage.
- Focus your resources on the five moves that can 'checkmate' a much larger opponent.
Robby Stein
"Not every great thing is going to be invented by you. Facebook probably created the modern feed, but there's a feed for every single product. At the end of the day, you're just robbing your user base of the opportunity to have a better product."
- Evaluate if a competitor's innovation has become a fundamental format primitive that users expect across all similar products.
- Prioritize delivering a better user experience over the internal ego of original invention.
- Adapt established successful features to the unique context and strengths of your own product's ecosystem.
"The core Google search isn't really changing, in my opinion. We're not seeing that people come to search for just ridiculously wide set of things. They want a specific phone number, they want a price for something, they want to get directions. I think the vastness of that is underappreciated by many people."
- Differentiate between foundational queries (e.g., finding a phone number) and expansionary AI queries in your data analysis.
- Look for growth in multimodal searches like visual queries (e.g., Google Lens) as a leading indicator of market expansion.
- Avoid over-correcting core products if the data shows that foundational user needs remain stable despite the emergence of new technologies.
Roger Martin
"You have to be either differentiated or low cost, there's no way to protect yourself if you're not one of those two."
- Commit to one of the two clear paths to avoid being 'stuck in the middle.'
- Evaluate if your business has the scale potential to realistically win on cost.
- Identify the specific premium value you provide if pursuing a differentiation strategy.
"Perhaps the thing that makes it intellectually hardest is that it is an integrative activity. It answers to a bunch of questions that have to fit together and reinforce one another."
- Ensure your 'where to play' and 'how to win' choices are mutually reinforcing.
- Build proprietary capabilities that are uniquely tailored to your specific strategic choices.
- Design management systems that prioritize and measure the success of your unique strategic direction.
Varun Mohan
"So VSCode, which is a very popular IDE, had a ceiling for the AI capabilities, we could showcase our users. And because of that, we decided to go out and fork VSCode and build our own IDE with some of these new agentic capabilities."
- Fork established platforms if their core limitations prevent you from delivering advanced agentic features.
- Focus on agentic capabilities that move beyond simple text-based code completion.
Varun Parmar
"Every single day, every single time somebody is pushing your code to production and you're releasing a feature or an enhancement, you are making the product better or you're making the product worse, but the products never remain same. So with every release that your competitor is making and every release that you're making, you are either making chess points, moves against them, positive points, or you're going negative. I think that framework, it actually drives an insane amount of clarity in terms of what you're doing and what the impact is going to be."
- Evaluate every feature enhancement as a chess move that either adds or subtracts from your competitive standing.
- Adopt a team-centric product lens rather than focusing on individual persona workflows.
- Ensure platform accessibility across diverse verticals like manufacturing, healthcare, and aerospace.
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