Drivers and Passengers
Why the Entrepreneurial Mindset Has Never Mattered More
There is a train leaving the station. You can sit with the driver, hands on the controls, deciding where the journey takes you. Or you can sit in the carriage, stare out of the window, and hope for the best.
AI is making this choice unavoidable. And most people are still looking for a seat.
Let me be clear about what I mean by an entrepreneurial mindset. I am not talking about starting a business. I am not talking about pitching VCs or hustling on LinkedIn. I am talking about something far more fundamental: the instinct to learn relentlessly, to see around corners, and to act on what you find there. The refusal to be a passenger in your own career.
Right now, generative AI is already a fabulous assistant, colleague, researcher, strategist, and sparring partner. Agentic AI is rapidly moving beyond assistance into execution. It does not just help you think. It acts. It builds. It decides. And the gap between those who understand this and those who do not is widening by the week.
This is not a future problem. This is a now problem.
The Marker Pen and the Machine
During the course of my working life, I have watched this pattern play out more times than I care to count. Smart, talented people falling behind because they stopped learning.
I watched advertising creatives, genuinely brilliant people, still sketching ideas with markers on layout pads while the world around them moved to digital. It was not that they lacked creativity. It was not that their ideas were poor. Their ideas were often better than everyone else’s in the room. But slowly, quietly, they became irrelevant. Not because the craft changed, but because the tools changed, and they refused to change with them.
The tragedy was never about talent. It was about trajectory. They stood still while the ground moved beneath them.
AI is that same shift, but faster, deeper, and with far less patience for those who choose to ignore it.
“You’re not going to lose your job to AI, but you’re going to lose your job to someone who uses AI.” — Jensen Huang, CEO of NVIDIA, Milken Institute Global Conference, 2025
That line should be pinned above every desk, in every boardroom, and on every university noticeboard in the world. It is not a threat. It is a statement of fact.
Beyond the New Google
Here is what concerns me. Most people are using AI the way they used Google fifteen years ago. Type a question, get an answer, move on. That is not understanding AI. That is using a very expensive search engine with better manners.
The entrepreneurial mindset demands more. It demands that you understand the capabilities, yes, but also the direction of travel. Where is this going? What becomes possible in six months that is impossible today? What does agentic AI mean for your business, your sector, your role? If you are not asking these questions constantly, you are already behind.
And the uncomfortable truth is this: in many instances, AI is already the driver. It is making decisions, running processes, and generating outputs that would have required a team of people two years ago. The question is not whether AI will reshape your world. It already has. The question is whether you are steering or being steered.
The Last Human Advantage?
People love to say that creativity, empathy, and emotional intelligence are the last domains of human advantage. The final moat. I understand the comfort in that argument, but I think it is lazy thinking.
I do not believe the picture is quite as bleak as the doomsayers suggest. Humans still bring context, judgement, lived experience, and the kind of intuition that comes from decades of pattern recognition in the real world, not in a data set. That matters enormously. But, and this is the critical point, those qualities only matter if you are still in the room.
If you have stopped learning, if you have decided that AI is someone else’s problem, if you are waiting for it to settle down before you engage with it, you will not be in the room. You will be outside, wondering what happened.
“Be passionate and bold. Always keep learning. You stop doing useful things if you don’t learn.” — Satya Nadella, CEO of Microsoft
Nadella transformed a $300 billion company into a $3 trillion one by embedding that exact philosophy into Microsoft’s DNA. He replaced a “know-it-all” culture with a “learn-it-all” culture. That is not a slogan. That is a strategy. And it works at the individual level just as powerfully as it works at the corporate level.
Practising What I Preach
I should be honest. None of this has been easy for me either. Continuous learning sounds great in a headline, but in practice, it is exhausting, humbling, and occasionally maddening. There have been plenty of moments where I have wanted to step back and let someone else figure it out.
But I kept going. Pure curiosity, more than anything else, has been the engine. The need to understand not just what AI can do today, but where it is heading tomorrow and what that means for the organisations and leaders I work with.
Over the past two years, that curiosity turned into something more structured. We built HTT, our strategic intelligence engine, from the ground up. It has been a genuine labour of love. Testing, breaking, rebuilding, refining. Learning what works in theory versus what actually delivers in the real world. And watching the fruits of that work land for organisations across the UK, the Middle East, and the USA has been, frankly, fantastic. Not because we got everything right first time. We did not. But because we stayed in the driver’s seat long enough to figure it out.
That is the entrepreneurial mindset in practice. Not perfection. Persistence.
The Choice
Every significant technological shift in my lifetime has separated the curious from the comfortable. The people who leaned in from the people who leaned back. AI is no different, except the speed is unprecedented and the stakes are higher.
An entrepreneurial mindset is not a personality type. It is a discipline. It is the discipline of constant learning, of pushing yourself to understand things that feel unfamiliar, of refusing to let the world move on without you.
You do not need to become a technologist. You definitely do not need to learn to code. But you absolutely need to understand what AI can do, what it will be able to do, and what that means for how you and everybody else work, compete, and create value.
The train is leaving. Decide where you are sitting.
And if you are already in the driver’s seat, I would love to hear about it. What has your experience been with AI so far? Where are you finding the biggest gains, and where are you still wrestling with it? Drop a comment or reply to this post. The best conversations I have are with people who are figuring this out in real time, just like the rest of us.

Maybe we should talk Nigel. John kindly helped me with this article.
https://deskennedy.substack.com/p/before-you-change-your-culture-you?r=5pxtn7&utm_medium=ios
I now have an offer that harnesses AI which I believe has huge potential.
https://applied-creativity.co.uk/the-culture-lens/
If you guys are not interested that is not a problem. Or as Sammo in Grange Hill said just say no.😀