• Wealthsimple: What Happens When You Own the Door But Want to Own the House

    Wealthsimple: What Happens When You Own the Door But Want to Own the House

    A Note Before We Begin: I need to be clear about something from the start: I’m a huge admirer of what Wealthsimple has built and the work Michael Katchen and his team have been doing. I’ve been following your journey for years, the product evolution, the marketing campaigns, the social content, the way you’ve challenged…

  • Justin Welsh: The Solopreneur Who Proves More Than He Claims

    Justin Welsh: The Solopreneur Who Proves More Than He Claims

    Note Before We Begin: This analysis exists because I’ve been watching Justin Welsh’s work for years and genuinely admire what he’s built. The consistency. The refusals. The quiet proof. It’s rare to see someone walk away from easy money because it doesn’t fit how they want to live. I wrote this because I love looking…

  • The Recovery Paradox: What WHOOP Proves Without Saying

    The Recovery Paradox: What WHOOP Proves Without Saying

    Note Before We Begin: This analysis comes from a place of genuine admiration. I’ve been watching WHOOP for years. Will Ahmed’s podcast appearances, the company’s content, and the way they’ve built something that clearly matters to the athletes and performers who wear it. There’s a rare discipline in what they’ve created. Most companies would have…

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  • The Myth of “Brand Positioning” and “Product Positioning”

    The Myth of “Brand Positioning” and “Product Positioning”

    And Why It’s Just Positioning Most people don’t realize that “brand positioning” and “product positioning” are misguided marketing myths that distort what positioning actually is. Even Al Ries, the co-author of Positioning: The Battle for Your Mind, has stated that positioning isn’t about the product or the brand. It’s about the space you own in…

  • From Order-Taker to Trusted Advisor: The Key to Buyer Experience Design

    From Order-Taker to Trusted Advisor: The Key to Buyer Experience Design

    Does any of these sound familiar? “We keep saying we’re different, but when clients compare us to competitors, we sound exactly the same.” “I Just Walked Out of a Client Meeting, and I Have No Idea What They Actually Want.” “I feel like I’m competing on price instead of value.” If this thought has ever…

  • Positioning isn’t new

    Positioning isn’t new

    It didn’t start with Al Ries. It existed long before business books, ad agencies, or marketing jargon. Long before companies fought for market share, civilizations, religions, and empires fought for mindshare. They used positioning to shape beliefs, rally people, and define their place in history. Here’s how positioning shaped the world long before it had…

  • DeepSeek’s Real Battle Isn’t AI. It’s the Interface War

    DeepSeek’s Real Battle Isn’t AI. It’s the Interface War

    In every industry, a moment comes when an outsider challenges the status quo so effectively that it forces incumbents to rethink their foundations. That moment has arrived for AI with DeepSeek, the Chinese startup that has upended expectations by delivering a high-performing AI model at a fraction of the cost. At first glance, DeepSeek’s breakthrough…

  • Why ‘Software’ Positioning is a Dumpster Fire

    Why ‘Software’ Positioning is a Dumpster Fire

    Every software company falls into the same trap: They build powerful features, stack them up like a Jenga tower, and then wonder why customers don’t care when it collapses. This is what I call the Feature-Resonance Trap — where companies obsess over what their product can do instead of why anyone should give a damn.…

  • What DeepSeek Teaches Us About Positioning

    What DeepSeek Teaches Us About Positioning

    In every industry, there comes a moment when an outsider rewrites the rules, challenging incumbents to rethink their very foundations. For the AI industry, that moment is DeepSeek. The Chinese AI startup has burst onto the scene with a powerful combination of low-cost, high-performing models and an open-source ethos, challenging the dominance of giants like…

  • WHY I DISAGREE WITH FLETCH’S ANTHONY PIERRI ON POSITIONING

    WHY I DISAGREE WITH FLETCH’S ANTHONY PIERRI ON POSITIONING

    Positioning is not just a business buzzword but the foundation upon which companies build their identity, strategy, and long-term success. Yet, despite its importance, positioning remains one of the most misunderstood concepts in business. According to research, 70% of startups fail to scale beyond $10M ARR, with misaligned positioning as a primary culprit. This isn’t…

  • How to Position Yourself

    How to Position Yourself

    Finding Your Signal in the Noise The most powerful question in positioning isn’t “What do you do?”It’s “What do people say when you leave the room?” That’s your positioning. Not your LinkedIn headline. Not your elevator pitch. Not your resume. It’s the mental shorthand people use to define you. The Truth About Positioning Most people…

  • CANVA: Positioning isn’t about features

    CANVA: Positioning isn’t about features

    It’s about what you own. Disclaimer: I wrote this post to build on the wonderful work Jon has shared, adding depth and nuance to his thoughtful breakdown of Canva’s positioning strategy. Jon’s insights are spot on, and my goal here is to expand the conversation. To highlight not just what Canva is doing right but…

  • Positioning: What It IS and IS NOT

    Positioning: What It IS and IS NOT

    In the business world, positioning is a concept often misunderstood, oversimplified, or confused with other marketing or strategic elements. Positioning isn’t a model we invent; it’s a force we align with. Just as Newton didn’t create gravity but identified how it works, positioning is an inherent dynamic in business that operates whether we understand it…

  • Why Positioning Isn’t a Model

    Why Positioning Isn’t a Model

    It’s a Force The biggest mistake people make about positioning is treating it like a model we created rather than a force we identified. This isn’t just semantic. It’s the difference between: Think of gravity. Newton didn’t invent gravity. He identified how it works. The apple fell the same way before and after he named…

  • PERCEPTION DOESN’T GIVE A FLYING FUCK ABOUT YOUR MODELS OR FRAMEWORKS

    PERCEPTION DOESN’T GIVE A FLYING FUCK ABOUT YOUR MODELS OR FRAMEWORKS

    Disclaimer: I stole this post and hook idea from Dale W. Harrison. I’m a huge fan. Please take a look at Dale’s article first. Also, I did get his blessing before writing this.) The need to understand fundamental positioning is quite new to many marketers. Twenty years ago (when I was starting), you could go…

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