Technology Leadership

Technology Leadership in a Rapidly Changing Landscape

What it takes to lead technology organizations through the most significant shift since the internet.

The Visionary Approach

Brian Armstrong at Coinbase saw it a year out. He told everyone to adopt ChatGPT, gave them accounts, and set a clear expectation: figure out how to make your job better with this. A year later, the measurement was simple — did you or didn't you? That's leadership: setting a direction, providing the tools, establishing the timeline, and following through.

First-Mover Advantage Is Real

OpenAI was the first mover in mainstream AI, and that advantage compounds. Everyone who started with ChatGPT is still using ChatGPT. Switching costs are real — not just financial, but habitual. For leaders, the lesson is clear: the organizations that move first on adoption don't just get a head start. They set the patterns that everyone else has to work around.

Culture Eats Strategy

You can't have innovation in a culture that squashes it. If people are ruthlessly measured by ticket counts, they'll optimize for ticket counts — not outcomes. If sharing a better way of doing things means your competitor for the promotion learns it too, nobody shares. The mechanisms organizations use to facilitate productivity are often the exact ones that kill innovation.

Questions We Explore

  • How do I build a culture that rewards efficiency instead of punishing it?
  • When is the right time to mandate AI adoption across my organization?
  • How do I balance strategic vision with the reality of change resistance?
  • What does 'measuring what matters' actually look like?