• 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.

  • The most dangerous advice comes from those who succeeded without knowing why

    The most dangerous advice comes from those who succeeded without knowing why

    Everyone loves that Dakota Meyer quote about not taking criticism from people you wouldn’t take advice from. LinkedIn eats it up. Founders tattoo it on their minds. It’s also completely backwards. Here’s what I’ve learned analyzing hundreds of companies through the positioning lens: Successful founders are terrible at explaining their own success. Ask Stewart Butterfield…

  • Why 99% of Experts Would Get Chexy’s position Wrong

    Why 99% of Experts Would Get Chexy’s position Wrong

    Ask a LinkedIn “positioning expert” for Chexy’s position and they’ll give you articulation — who it’s for, how it’s different, what it replaces. That isn’t positioning. That’s framing. Let me show you the status quo (framing) versus the reality (positioning), and why Chexy is the counterexample that proves the rule. Quick primer if you don’t…

  • The Industry’s Biggest Confusion: Why Framing Isn’t Positioning

    The Industry’s Biggest Confusion: Why Framing Isn’t Positioning

    Most positioning work isn’t positioning at all. It’s framing. And this confusion is costing companies their shot at mental monopolies. Here’s a simple test. Pull up any company’s “positioning document.” If it starts with “We are…” or “Our product…” or answers “Who’s it for?” and “How’s it different?” That’s NOT positioning. That’s framing. This isn’t…

  • The 2.35% Reality of B2B Websites

    The 2.35% Reality of B2B Websites

    Over the last month, I wrote and covered that B2B websites influence just 2.35% of your total addressable market. And the response has been… intense. Comments and DMs range from marketers defending their budgets to CEOs questioning their spending. And surprisingly, a lot of agreement from people who’ve suspected this for years but couldn’t prove…

  • Why Everything You Know About Go-to-Market Strategy is Backwards

    Why Everything You Know About Go-to-Market Strategy is Backwards

    Note: Grant’s post about choosing between “rabbits” (many small customers) and “whales” (a few large enterprises) perfectly illustrates how even smart people can confuse tactical distribution choices with strategic positioning. He thinks he’s describing how to choose your go-to-market strategy, but he’s actually documenting symptoms while missing the disease (the causality flows opposite to what…

  • The Day I Stopped Believing in Product Superiority

    The Day I Stopped Believing in Product Superiority

    What would you have to believe for positioning to be more important than product? I’ve been asking this question for 20 years. To Fortune 500 CEOs. To startup founders. To myself. Most people think it’s a ridiculous question. Of course products matter more. Products are real. Products solve problems. Products create value. Positioning? That’s just……

  • How to get clients (A system)

    How to get clients (A system)

    (Note: This is from the Digest newsletter I send out every Tuesday. Sign up below.) Stop Building Websites. Start Building Relationship Capital. Relationship Capital is the only growth system that matters in service-based businesses (consulting/advisory). Not leads. Not traffic. Not brand awareness. Relationship Capital is the compound value of trust, proof, and access you’ve built…

  • Air India’s Performance of Safety

    Air India’s Performance of Safety

    This post is about the gap between what companies say and what they do. I wrote it to help you see the difference between a polished crisis response and a real commitment to change. You will get a look at the mechanics of corporate messaging versus the reality on the ground. We will use Air…

  • The Lego turnaround story gets told wrong

    The Lego turnaround story gets told wrong

    The Lego turnaround story is often told. It is rarely understood. Most see operational discipline. Cut costs. Focus on the core. CEO saves company through efficiency. That reading mistakes tactical fixes for strategic architecture. 2003: Lego bleeds $1 million daily. Specialized pieces overflow warehouses. Star Wars sets rot after movie hype dies. Classic turnaround setup.…

  • Great Jeans, Not Great Genes

    Great Jeans, Not Great Genes

    American Eagle’s “Sydney Sweeney Has Great Jeans” campaign triggered outrage, applause, and (crucially) 700,000 new customers. Everyone thinks they know why. They’re wrong. In this moment, we’re going to do three things: 1) The Hook: “It worked because celebrity + controversy” American Eagle hired a famous person, made a cheeky pun, Twitter exploded, and suddenly:…

  • Why Most ‘Positioning Experts’ Don’t Actually Understand Positioning

    Why Most ‘Positioning Experts’ Don’t Actually Understand Positioning

    Let’s break down what’s really happening here, because Sara and Fletch have fundamentally misunderstood positioning while claiming expertise in it. What Sara Thinks She’s Describing Sara believes she’s making a sophisticated critique of strategic narrative. She thinks she’s being practical and buyer-focused by saying companies need to explain “what you are” and “what your product…

  • The $50B Homepage Optimization Scam Destroying B2B

    The $50B Homepage Optimization Scam Destroying B2B

    The Beautiful Lie We’ve All Agreed to Believe Last year, B2B companies spent approximately $50 billion on website optimization, digital marketing platforms, and homepage redesigns. They hired consultants who promised “positioning breakthroughs” that mysteriously always culminated in a new hero image and a rewritten H1 tag. They ran thousands of A/B tests on button colours…

Get Your CEO Clarity Starter Kit