• Lovable: What the Fastest-Growing Software Company Actually Owns

    Lovable: What the Fastest-Growing Software Company Actually Owns

    A Note Before We Begin: I wrote this because I genuinely admire what Anton Osika and the Lovable team have built. I’ve been watching their journey, the social content, the product decisions, and the speed of execution. What they’ve accomplished in eighteen months is extraordinary by any measure. This analysis comes from a place of…

  • 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…

Dive deep into business, brand and strategy.

  • Marketers, It’s Time to Strip

    Marketers, It’s Time to Strip

    Not literally (unless your campaign really calls for it). Marketing has become bloated with meaningless buzzwords, outdated thinking, and false divides that do more to confuse than clarify. It’s time to get back to the essentials: aligning with business outcomes, understanding the fundamentals, and, most importantly, selling to humans. 1. Strip Away the Jargon The…

  • The Hairy Arm Technique: For designers and writers

    The Hairy Arm Technique: For designers and writers

    Ever been asked to present three options to a client? You know, because that’s just how things are done? Early in my career, running an agency and working with Fortune 500 companies, I learned one thing fast: clients always pick the wrong option. Enter ‘The Hairy Arm Technique.’ (Thanks, James Barnard, for reminding me of…

  • How DARE You Talk SH*T About the 4Ps

    How DARE You Talk SH*T About the 4Ps

    (Read this first) Oh, really? How about a reality check? It’s ironic. People defend the 4Ps like they’re the Magna Carta, but toss around terms like “B2B vs. B2C” or “brand positioning” without thought—terms that overlap or state the obvious. Truth? A business always sells to a person (hello, H2H), and positioning is inherently about…

  • Stop blaming CEOs for not valuing marketing

    Stop blaming CEOs for not valuing marketing

    This rant was inspired by Emma’s post. McKinsey’s latest research shows that companies with marketing at their core grow twice as fast. Yet only 4% of FTSE 100 companies have marketing leaders in the C-suite. The typical response? Blame CEOs for not understanding marketing’s value. But here’s the uncomfortable truth: Marketing leaders are making themselves…

  • What Simba’s Dad, Mufasa, Knows About Positioning

    What Simba’s Dad, Mufasa, Knows About Positioning

    When Mufasa appears to Simba in the clouds, he says four words that change everything: “Remember who you are.” This moment from The Lion King reveals a profound truth about positioning that most marketers miss entirely. Because when marketers talk about positioning, they’re not really talking about positioning at all. They’re talking about messaging.About making…

  • REIMAGINING CALENDLY: OWNING TIME

    REIMAGINING CALENDLY: OWNING TIME

    (Recent analyses have noted Calendly’s shift toward competing with other scheduling tools, reflecting a response to market maturity. However, this approach misses a larger opportunity… Please see Anthony’s post first.) Why Calendly’s 2024 Positioning Shift Misses the Bigger Opportunity In 2024, Calendly made its first major positioning shift in eight years. For nearly a decade,…

  • START WITH WHAT, END WITH WHY

    START WITH WHAT, END WITH WHY

    You know what kills great software? When founders pitch their mission before explaining their product. They think their vision matters more than clarity. That’s probably why no one’s buying. It’s why Figma didn’t lead with “making creativity accessible.” They showed designers a faster way to work. Their why mattered only after their what worked. Your…

  • What Challenging April Dunford Exposed

    What Challenging April Dunford Exposed

    Over two decades of working across industries and markets, I’ve seen a truth that transcends business: people bring their human nature into their work—with all its habits, biases, and behaviours. The same fears, shortcuts, and aspirations that appear in personal lives also manifest in the professional world, whether we’re aware of it or not. The…

  • The Position vs. Positioning Paradox

    The Position vs. Positioning Paradox

    And why most brands get it wrong. What if the way you’re positioning your brand is the very reason it’s failing to connect with your audience? Understanding the distinction between position and positioning could be your brand’s strategic breakthrough. Position is a place.Positioning is a process. This isn’t just wordplay—it’s the difference between your brand…

  • Why I Respectfully Disagree with April Dunford on Positioning

    Why I Respectfully Disagree with April Dunford on Positioning

    “If you think you’re an expert, you’re probably full of shit.” That’s what I tell founders who’ve mastered marketing frameworks but missed something fundamental about positioning. A surgeon operates within the constraints of human anatomy. Wrong incision, the patient dies. An athlete competes within the laws of physics. Defy gravity; you fail. These are fields…

  • Marketing doesn’t create brands

    Marketing doesn’t create brands

    It only amplifies them. Everyone points to Apple’s “Think Different” campaign as proof that marketing builds brands. They’re missing the four levels of positioning (a simple framework I’ve created) that made it work: LEVEL 1: SAYING IT Most companies stop here. Apple didn’t. LEVEL 2: PROVING IT Better, but still just evidence. Apple went deeper.…

  • Stuck in product land?

    Stuck in product land?

    Let me paint you a picture that might feel uncomfortably familiar. Your Monday starts with a product meeting. Feature updates. Competitor analysis. Roadmap reviews. Your Tuesday? Sales calls focused on specs and capabilities. Wednesday brings engineering discussions about improvements and innovations. And somehow, it’s Friday, and you’re still discussing the product. Welcome to Product Land.…

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