by John Macdonald | Mar 18, 2026 | AI, Leadership, Technology, The250
Corporations have used productivity metrics for years. You probably know your boss’s metrics for measuring your productivity. When we know the metrics, we tend to optimize for those metrics. All of a sudden, we have token counts. Token counts indicate how much AI... by John Macdonald | Mar 17, 2026 | AI, Leadership, Technology, The250
A big part of company leadership has always been organization design. Who does what. What roles we need. Who has what responsibilities. For startups, those lines are grey because you don’t have enough people. For large corporations, those lines are deep and difficult... by John Macdonald | Mar 14, 2026 | AI, Technology, The250
Tales from yesterday. I have 2 machines. One is personal, doing personal things. The other is doing company things. Agents drive my work on both. On the personal machine, I have 4 agents running simultaneously. On the company machine, I have 5 agents running... by John Macdonald | Mar 13, 2026 | AI, Technology, The250
A year ago, I saw a lot of entrepreneurs (or wannabes) hyping how they wouldn’t need a software team. They spouted that the marketing and product teams could simply vibe-code their way to full product development. As a heavy user of AI and a tire-kicker of vibe-coding... by John Macdonald | Mar 10, 2026 | AI, Human, Leadership, Technology, The250
We use this phrase as a helpful warning. “You don’t need to care about that.” “Stay in your lane.” “I’ve already figured this out.” But really, it’s self-preservation. We feel threatened, or we want credit for something we’ve already done, or we want to raise our hand... by John Macdonald | Mar 9, 2026 | AI, Leadership, Technology, The250
I’ve “written” 100k lines of code in the last 6 weeks. Is some of it crap? Yes. Is it bloated? Yes. Is there tech debt that needs to be cleaned up and refactored? Yes. Is some of this code doing stuff I don’t understand fully? Yes. Will there be difficult bugs to find...