by John Macdonald | Mar 22, 2026 | Human, Leadership, The250
You’re standing at the bottom looking up. It’s large. It’s daunting. You can see dense shrubbery, boulders, and crevasses along the path. Actually, what path? You can’t see the top. What lies up there? Will it be better than down here? Will you get hurt trying to get... by John Macdonald | Mar 21, 2026 | Human, Leadership, The250
What would you do if you just… Got an unexpected promotion? Received unexpected, great news from the doctor? Got an unexpected $5000 bonus? Got laid off? Received unexpected, terrible news from the doctor? Got an unexpected $5000 bill? It depends on how... by John Macdonald | Mar 20, 2026 | AI, Human, Leadership, Technology, The250
One way to think about technology is that its purpose is to solve problems of scarcity. More and easier access to something we need or want. Once the scarcity is solved, tech inevitably leads to abundance, and abundance leads to faster, better, cheaper. And we as... 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 16, 2026 | AI, Human, Leadership, The250
I’m in deep on AI. Inside the bubble. Lost in the weeds. Too close to it. It’s hard for me to now see the world as those who aren’t. That’s the curse. A problem, but it can also be useful. Because once you’re aware, it’s a reminder that expertise isn’t just knowing...