Leadership in the AI Era

Leading AI Is Surprisingly
Not That Different From Leading People

Years of leading developers, analysts and testers — then the tools changed completely and the job of directing them barely changed at all. Here is what transferred.

🕰️ The Shift Nobody Announced

2017

Into Tech

Whatever shipped, a person typed it. The craft was in the hands.

Early 2024

AI Coding Was a Joke

You would watch the demo, laugh, and go back to writing it yourself.

2026

Nobody Types It Anymore

They lead the agents. Briefing, directing, reviewing, deciding.

The Surprise

I assumed the new era would ask me for a new skill set. Instead it handed me a bill for the one I already had — the same moves I learned leading 20 people: developers, business analysts, testers, and a project manager.

Lesson 01

🎯 Enough Information to Solve the Problem

🕳️ Too Little
👤 Human: builds on an assumption you never made — or stalls entirely.
🤖 AI: hallucinates through the gaps and hands you something confident and invented.
✅ Just Right
🎚️ Enough context to make the right call — plus a small margin for the surprises you did not anticipate.
🧭 The street they need, not a map of the whole continent.
🌊 Too Much
👤 Human: overthinks, widens scope, weighs trade-offs that did not matter.
🤖 AI: wanders and over-engineers. You asked for a button and got an architecture.
"Misunderstood the ticket"
=
"Hallucinated"

Different words, different research literatures — but from the lead's chair it is the same failure, with the same root cause and the same fix. When the brief is bad, the failure belongs to whoever wrote the brief.

Lesson 02

🧩 Every Member Has Strengths and Weaknesses

The People I Led
The Models I Lead Now

The Fast One

Covers enormous ground, a little arrogant, leaves a trail to clean up — and clocks out after six hours, no negotiation.

Claude

Top of the benchmarks. Quick, sharp, does not always check thoroughly — and those tokens run out very fast.

The Dependable Middle

Never the star, never the bottleneck. Quietly carries a third of the sprint without drama.

ChatGPT

The most balanced of the roster. Sufficiently intelligent, web crawling good enough for real work, price that does not sting.

The Specialist

Unmatched at one thing. You do not hire a specialist and then complain that they are a specialist.

Gemini

The best web crawling I have used — Google origins showing. Other abilities can fall short, and that is not what I bring it in for.

Stage 01

Claude Code

Writes the spec, shapes the design. Where a little arrogance costs nothing.

Stage 02

Codex

The long, patient, unglamorous stretch of actually building it.

Stage 03

Antigravity IDE

Last pass — testing, and tightening whatever got left behind.

That is not an AI trick. That is staffing.
Lesson 03

💎 Never Settle for a Good-Enough Roster

🌙

The Midnight Guy

He was almost fired — not for his work, for his eccentric behaviour. He kept hours nobody had approved of. So I scouted him, took him onto my team, and did the only genuinely clever thing in the story: I left him where he deserved to be. No sanding him into a normal employee. Within a short stretch he became one of the best employees the company had. The same behaviour that nearly cost him his job was, in the right seat, the reason he outperformed everyone.

🔎

On the watchlist: Kimi

Very good results from people I trust, at a much cheaper token price — exactly the profile I have learned to chase. Currently not taking new subscribers, so the door is closed for now. The moment it opens, I am finding out what it is actually good at.

There were always people other teams rejected that I found golden.
Lesson 04

🗺️ Never Go Without a Plan

🌀 No Plan

  • You chase, you do not lead. Reacting to whatever it decided to build.
  • Discovery after the fact. You meet its interpretation only once the work exists.
  • The fourth re-explanation. Constraints have nowhere to live except your last message.
  • Failure, accelerated. The loop closes so fast you get to feel it several times before lunch.

📋 Planned With the AI

  • Talk through the goal and argue about the edges — the same conversation as the meeting room.
  • Write down what "done" means for each piece, before anyone starts.
  • Name the risks and who is watching them.
  • Alignment made visible and checkable before it costs anybody a week.

⚠️ The Honest Hazard

Planning too far ahead can bite you — these tools move fast, and a plan written against last month's capabilities can have you routing carefully around a limitation that quietly stopped existing. That risk is real. Going in with no plan at all is still, by a wide margin, worse.

The artifact of good leadership did not change. It just changed file extension.  .md
Lesson 05

🛡️ Accept the Responsibility

"It was my AI."

The most common phrase I hear when I ask what went wrong — and the stunning part is that it is not untrue.

The claim is accurate

The model really did write the broken thing and invent the wrong assumption.

Follow it all the way down

If you take no responsibility for the result, you have described yourself as a pass-through.

So why hire you?

Nobody needs to employ a pass-through. The token price is cheaper — and then the mistake is at least mine to own.

Ownership Is the Job

Not a nice-to-have on top of the technical skill — the specific, concrete thing a human is still paid for. Someone who checks. Someone who catches it before the client does. You will still mess up with the AI; that was never the failure. The failure is handing the mistake to someone else with the AI's name stapled to it.

⚖️ An Honest Interlude: What Did Not Transfer

✅ Transferred Intact

The operating parts — the ones that fill your calendar.

Brief clearly Assign to strengths Plan before you start Own the result Keep scouting the roster

➖ Genuinely Different

The relationship parts — real differences, honestly stated.

No career to grow No Monday-morning mood Unmoved by praise or blunt feedback No memory of yesterday unless you arrange it Never says "we are building the wrong thing"

Why the Transfer Still Feels Complete

Every difference is about the relationship. Every similarity is about the work. And it is the work that fills your calendar.

The tools changed completely.
The job of directing them barely changed at all.

We spent years being told human skills were about to be devalued. Close to the opposite happened. Context, delegation, planning, ownership — all still load-bearing, all still the difference between a good week and a wasted one. Human skill is not wasted. It is more important now than it has ever been.