A founder asked me last week about why your 'chief ai officer' is probably a waste of money. My answer surprised them, and it might surprise you too.
Hot take: hiring a Chief AI Officer is the biggest mistake most companies are making right now. I'll explain why this role is often a symptom of a deeper problem and what you should be doing instead.
Why Most Approaches Fail
Let me be direct: about 70% of the approaches I see to why your 'chief ai officer' is probably a waste of money are fundamentally flawed. Not slightly off. Fundamentally flawed.
The root cause is usually one of three things:
- Copying what big companies do without understanding why they do it. What works for Google doesn't work for a 10-person startup.
- Over-engineering the solution when a simple approach would work better. I've seen teams spend six months building something that could have been done in two weeks.
- Ignoring the human element. Technology is the easy part. Getting people to actually use it is where the real challenge lives.
The Counterintuitive Truth
Here's what surprised me most about why your 'chief ai officer' is probably a waste of money: the best practitioners do less, not more.
When I was building MovieLaLa, we tried to do everything at once. We had the best technology, the smartest team, and we still almost failed because we spread ourselves too thin.
The lesson I took from that experience, and from watching hundreds of other companies, is that the data tells a different story than your gut. It sounds simple. It's incredibly hard to execute.
The Reality Nobody Talks About
Most people approach why your 'chief ai officer' is probably a waste of money with assumptions that made sense five years ago. The world has moved on. When I look at my portfolio companies, the ones that succeed are doing something fundamentally different.
The first thing to understand is that most founders overthink this and underspend on execution. I've seen this play out across dozens of companies. The pattern is unmistakable.
At RemoteTeam, we learned this the hard way. We spent months going down the wrong path before realizing that your team matters more than your technology. Once we made the switch, everything changed.
What I Tell Founders
When a founder in my portfolio asks me about why your 'chief ai officer' is probably a waste of money, I usually start with three questions:
- What's your timeline? Because the right approach for a company with 6 months of runway is very different from one with 3 years.
- What have you already tried? Most founders have tried something. Understanding what didn't work is often more valuable than knowing what might.
- Who on your team owns this? If the answer is "everyone" or "no one," that's your first problem to solve.
These questions seem simple but they reveal a lot about where a company actually stands.
This connects to broader themes around AI change management, AI leadership skills, leading through uncertainty, managing AI teams that I've been thinking about a lot lately.
Wrapping Up
I've shared a lot here, and I know it can feel overwhelming. But here's the thing about why your 'chief ai officer' is probably a waste of money: you don't need to get everything right on day one. You just need to get started and keep improving.
The founders in my portfolio who excel at why your 'chief ai officer' is probably a waste of money share one trait: they're relentlessly practical. They don't chase perfection. They chase progress.
That's the mindset I'd encourage you to adopt. Start where you are. Use what you have. Do what you can. And keep pushing forward.
As always, I'm rooting for you.
Frequently Asked Questions
How can I apply this thinking to my own situation?
Start by identifying the core principle behind the opinion, not the specific example. Then ask yourself: does this principle apply to my context? If yes, test it in a small, low-risk way before going all in.
Do all experts agree with this view?
No, and that's fine. The best ideas in business are often contrarian. I share my perspective based on my experience and data, but I encourage you to seek out opposing viewpoints and form your own conclusions.
What's the most common pushback you get on this?
People often push back by citing exceptions or edge cases. And they're usually right that exceptions exist. But building a strategy around exceptions rather than patterns is a losing game for most founders.