Dive deep into business, brand and strategy.

  • Monopoly Moves: Consulting Edition

    Monopoly Moves: Consulting Edition

    The playbook for the consultant who sells objectivity and starts every engagement from someone else’s story about themselves. You already know what’s wrong. “I spent the weekend reading their website, their investor deck, three earnings calls, and a dozen Glassdoor reviews. I walked into the pitch with a point of…

  • The Figma Trap: Why Canva’s IPO Language Is Costing Billions Before They Even File

    The Figma Trap: Why Canva’s IPO Language Is Costing Billions Before They Even File

    Two hours ago, a venture capitalist posted about Canva on LinkedIn. She previously ran a $100M early-stage fund. Spent seven years as a senior analyst at a $400M long/short equity fund, modelling public companies. Did late-stage, pre-IPO investing. She knows how to value software businesses. Her first instinct was to…

  • How Bumble Gets Back to $13 Billion

    How Bumble Gets Back to $13 Billion

    Today, we’ll dive into how a $13 billion company destroyed 97% of its value by abandoning the one thing that made it worth $13 billion. The highlight reel, first. Bumble had one job: be the dating app where women go first. That single rule — women message first, men wait…

  • Your Customers Don’t Describe You the Way You Think

    Your Customers Don’t Describe You the Way You Think

    The first post was about the gap you’re defending. The second was about the gap you’re feeding. This one is about what the gap looks like when you finally see it. Your website says “end-to-end platform.” Your customers say, “It’s the only one that doesn’t break during quarter close.” Your…

  • The Room Shifts When You Walk In With Proof

    The Room Shifts When You Walk In With Proof

    Post one: you know the brief is wrong.Post two: every fix makes it worse. So what breaks the cycle? Not motivation. Not courage. Not a better strategist or a bolder CCO. The system punishes all of those. One thing breaks it: proof that doesn’t come from you. Think about the…

  • EQ Bank: How Every Decision Proved Ownership While the Marketing Said Challenger

    EQ Bank: How Every Decision Proved Ownership While the Marketing Said Challenger

    A note before you read this I have been watching what EQ Bank has built with genuine respect. Andrew Moor turned a personal irritation into a structural argument against extraction, and that is not a small thing. What the company has done, quietly and consistently, over more than a decade,…

  • PC Financial: The Bank That Was Never a Bank

    PC Financial: The Bank That Was Never a Bank

    From Clarity to Gravity: PC Financial A Note Before We Begin: I’m a positioning strategist, not a financial analyst, and I have no inside access to PC Financial’s data, internal strategy, or Barry Columb’s thinking. What I have is what’s publicly visible: the decisions the company has made over time,…

  • The Machine Beneath the CMO

    The Machine Beneath the CMO

    Last week, I wrote about the gap CMOs are defending without knowing it. This week: what the gap is doing while you can’t see it. Let’s say your company believes it owns “innovation.” Board decks say innovation. The brand tracker confirms it. Leadership alignment is strong. Everyone agrees. There’s just…

  • The Cycle Nobody Built, but Everyone Runs

    The Cycle Nobody Built, but Everyone Runs

    Last week, I wrote about the brief you already know is wrong. The response told me something. Not the likes. The DMs. Agency people didn’t push back on a single claim. They added to it. They told me worse stories. They named names — not publicly, but privately, the way…

  • The Brief You Already Know Is Wrong

    The Brief You Already Know Is Wrong

    You know. You know the brief is curated. You know the client’s positioning describes who they want to be, not how the market sees them. You know the competitive set they handed you is the one that makes them comfortable, not the one that keeps their customers up at night.…

  • The Gap CMOs Are Defending

    The Gap CMOs Are Defending

    You have 4.3 years. That’s the average CMO tenure at a Fortune 500. At the top 100 advertisers, it’s 3.3. In SaaS, it’s 18 months. And most of you are first-timers. 71%, to be exact. Walking into the highest-stakes marketing seat with no precedent for navigating it. Here’s what happens…

  • Monopoly Moves: Agency Edition

    Monopoly Moves: Agency Edition

    For the agency professional who already knows the brief isn’t the whole story — and is ready to stop pretending it is. You already know. You know the brief is curated. You know the client’s positioning describes who they want to be, not how the market sees them. You know…

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