Dear Leaders,

Every now and then · by Hamza Shayk



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The Higher We Rise, The Less We See

The Higher We Rise, The Less We See

Executive isolation

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There’s a paradox at the heart of organizational power: the moment we gain the authority to change things, we begin losing the ability to see what needs changing.

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Oct 20, 2025

Hiring Today: You Fool Me, I Fool You

Hiring Today: You Fool Me, I Fool You

Judgment

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I just spent a half hour reviewing resumes for a simple analyst position. One candidate claimed to be “fluent in leveraging cross-platform ecosystems to drive holistic value creation.”

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Aug 15, 2025

The Myth of Authentic Leadership: Why ‘Be Yourself’ Is Often Bad Leadership

The Myth of Authentic Leadership: Why ‘Be Yourself’ Is Often Bad Leadership

Judgment

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We’ve convinced ourselves that good leadership means showing up as our “authentic selves.” That vulnerability builds trust. That transparency creates connection.

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Aug 6, 2025

Smart People, Bad Decisions, and What To Do About It

Smart People, Bad Decisions, and What To Do About It

Judgment

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The most dangerous people in an organization aren’t the obviously incompetent ones, because they can be identified easily. The real danger is the brilliant people who make terrible decisions while sounding completely reasonable.

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Jul 30, 2025

Being Right Vs. Being Effective: A Leadership Dilemma

Being Right Vs. Being Effective: A Leadership Dilemma

Power and politics

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Would you rather be right or effective? Every one of us has fallen in love with the idea of being right. It’s so tempting: facts, logic, data. “The numbers don’t lie.”

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Jul 23, 2025

When Emotional Intelligence Goes Too Far

When Emotional Intelligence Goes Too Far

Judgment

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Being able to read a room, handle difficult conversations, and connect with people on a human level is leadership gold. No debate there. But somewhere along the line, EQ stopped being one tool in the box and became the whole toolbox.

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Jul 16, 2025

Executive Dilemmas: The 3 Brutal People Decisions Leaders Face

Executive Dilemmas: The 3 Brutal People Decisions Leaders Face

Judgment

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Every senior executive reaches a point where hard skills don’t matter anymore; only judgment does. The hardest leadership decisions then aren’t about operations or strategy.

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Jul 9, 2025

The Key to Decision Velocity: “I Disagree and Commit”

The Key to Decision Velocity: “I Disagree and Commit”

Judgment

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In executive decision-making, few phrases are more effective, or more underutilized, than “I disagree and commit.” It means: I’m mature enough to speak up, clear-headed enough to let it go, and committed enough to execute without hesitation.

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Jul 2, 2025

The True Cost of Self-Deprecating Language

The True Cost of Self-Deprecating Language

Power and politics

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I’m seeing more and more leaders hedge in conversation. Often to the point of self-deprecation. You’ve heard lines like these: “I’m probably way off here...” “This might be a dumb idea...” “I’m no expert, but...” “I’m such an idiot.”

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Jun 26, 2025

What Your Silence Is Costing You

What Your Silence Is Costing You

Power and politics

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Politics don’t ruin companies. Hidden politics do. The higher up we go, the more decisions are shaped by personalities, loyalties, and history. That’s normal.

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Jun 18, 2025

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Executive isolation


Organizational drag


Incentives and measurement


Judgment


People decisions


Power and politics


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ABOUT HAMZA

Hamza Shayk headshot

I advise CEOs and senior investment professionals on difficult decisions, executive development, and organizational performance. My clients lead public, private, PE-backed and family-owned companies, or hold senior roles at investment banks, asset managers and private equity firms.


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Every now and then, by Hamza Shayk

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