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AI strategy for executives who are still human. Each issue gives you one framework, one kill criterion, or one scar with the lesson attached.
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Tags: executive decision-making
Showing 12 results:
#028 - Your AI Committee Can Discuss. One Person Must Decide.
Thursday, 16:20.
An AI model starts sending bad recommendations.
The steering committee meets on Monday.
The governance chart says, “The committee owns the decision.”
The operating team now has two bad options: wait four days while the problem continues, or act without authority.
On the op...
Aug 01, 2026
ai governance
ai strategy
executive decision-making
#027 - The Law Is Coming for Your AI Content.
On 2 August, your AI content gets a new audience.
The regulator.
That is when Article 50 of the EU AI Act starts to apply.
Providers of generative AI systems face duties to make synthetic content detectable through machine-readable marks. Professional users can face disclosure duties for deepfake...
Jul 26, 2026
ai governance
ai risk & compliance
executive decision-making
#026 - What has to stop for this to start?
Can you have two girlfriends at the same time?
Technically, perhaps.
Ethically, not in my world.
Practically, it usually ends in disaster.
Not because two is a difficult number, just because both relationships compete for the same finite resources: attention, time, care, and energy.
A serious r...
Jul 18, 2026
ai strategy
executive decision-making
prioritization & focus
#025 - Efficient today. Leaderless in 2030.
I keep having the same conversation.
Different city. Different industry. Different company size. But the same conversation.
An executive tells me about their AI transformation. How they automated the entry-level work. Cut the graduate intake. Flattened two management layers. Reduced headcount by ...
Jun 13, 2026
executive decision-making
future of ai
leadership psychology
#024 - You're In Love With the Idea of AI.
I dated a woman who fell in love with a man I'd never met.
He had my name. My voice. My address. But when she described him to her friends, I didn't recognize him. The accomplishments rearranged. The future she'd already written for us. A version of me she'd carefully composed.
She wasn't lying. ...
May 17, 2026
ai strategy
executive decision-making
leadership psychology
#021 - The One-Second Gap That Separates Leaders from Their Ego.
Most leadership (and personal) failures do not begin with strategy.
They begin in a fraction of a second.
Not in the boardroom. Not during the quarterly review. Not in the strategy offsite with sticky notes and expensive consultants.
They begin in the instant after someone challenges your idea. Q...
Apr 06, 2026
change management
executive decision-making
leadership psychology
#020 - Stop Diagnosing. Start Building.
I was thinking recently about the beautiful journey of building a family from a romantic relationship.
It's an adventure filled with discovery. Yes, there are twists and turns, but that's what makes it real. You bring different strengths to the table. You carry stories from your past that shaped ...
Jan 24, 2026
ai strategy
executive decision-making
future of ai
#018 - You Are Not Alone. In Business, Too.
Most of us run our businesses in a state of semi-consciousness, reacting to the loudest fire instead of following a clear internal compass. But the most successful leaders I know operate differently. They move through the world with their eyes wide open, fully aware of their own patterns, trigger...
Dec 31, 2025
change management
executive decision-making
leadership psychology
#017 - Target the Moon.
In the boardroom of 2025, the most dangerous phrase you can hear is: "Let's just start with the low-hanging fruit".
It sounds sensible. It sounds lean. In reality, it is a sedative. We are currently caught in a global "Short-termism" trap, a psychological and economic glitch where we prioritize i...
Dec 21, 2025
ai strategy
executive decision-making
future of ai
#016 - You cannot outsource your life.
When I was building my home, I hired the best architect in the city. The design was stunning, and they promised to take total ownership to make that vision a reality. I believed them, so I walked away to focus on my business.
When I came back 4 months later, the project was a disaster. I had outs...
Dec 14, 2025
ai governance
executive decision-making
leadership psychology
#015 - The "Black Box" of Love.
This week has been a rollercoaster. By day, I was involved in a multi-million dollar project negotiation, analyzing risk profiles and demanding logical clarity from every clause. By night, I was completely surrendering logic to a feeling I haven't felt in years.
I have been constantly switching b...
Dec 07, 2025
executive decision-making
human-ai collaboration
leadership psychology
#013 - Panic Looks Like Productivity.
Your executive team is drowning.
Not because they lack intelligence. Not because they lack effort. They are drowning because they mistake motion for progress.
I see it every week. Senior leaders are rushing from meeting to meeting. They launch new initiatives before finishing old ones. They pivot...
Nov 23, 2025
executive decision-making
leadership psychology
prioritization & focus
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