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OP #308: The 2x2 of Monetizing LLMs

Sep 23, 2025

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7 min read

OP #308: The 2x2 of Monetizing LLMs

Some learnings from my past that may help those who are thinking about monetizing LLMs.

Darren Herman
Darren Herman
OP #307: Context Engineering

Sep 16, 2025

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6 min read

OP #307: Context Engineering

A great video that anyone who is trying to get up to speed on AI can learn from.

Darren Herman
Darren Herman
OP #306: Taking Time For Yourself

Sep 2, 2025

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10 min read

OP #306: Taking Time For Yourself

Darren Herman
Darren Herman
OP #305: Big Sky Is the New Palm Beach

Aug 5, 2025

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11 min read

OP #305: Big Sky Is the New Palm Beach

How crypto wealth, Swiss tariffs, and private jets are redrawing the luxury map.

Darren Herman
Darren Herman
OP #304: The Two Types of Winners

Jul 29, 2025

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6 min read

OP #304: The Two Types of Winners

What a former world #3 taught me about leadership, growth, and why execution always beats flash.

Darren Herman
Darren Herman
OP #303: Dual-Track Persuasion and Smart Measurement: This Week’s OP

Jul 22, 2025

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9 min read

OP #303: Dual-Track Persuasion and Smart Measurement: This Week’s OP

A summer check-in on what it means to persuade both humans and AI — plus why the smartest marketers I know obsess over outcomes, not activities.

Darren Herman
Darren Herman
OP #302: Keep Building Like No One’s Watching

Jul 8, 2025

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13 min read

OP #302: Keep Building Like No One’s Watching

Early-stage energy isn’t a phase. It’s a mindset.

Darren Herman
Darren Herman
OP #301: The Tools Are Changing. The Mindset Still Matters.

Jul 1, 2025

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11 min read

OP #301: The Tools Are Changing. The Mindset Still Matters.

From F1 branding to AI assistants and analog notebooks—what operators can learn from the way we work now.

Darren Herman
Darren Herman
OP #300: 4 Routines That Work (and the Community Behind Them)

Jun 24, 2025

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10 min read

OP #300: 4 Routines That Work (and the Community Behind Them)

Darren Herman
Darren Herman
OP #299: Drivers Wanted: AI, Internships, and 51 Wins

Jun 17, 2025

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13 min read

OP #299: Drivers Wanted: AI, Internships, and 51 Wins

Darren Herman
Darren Herman
OP #298: AI & Marketing Book, Distractions, and Studying AI Prompts

Jun 10, 2025

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8 min read

OP #298: AI & Marketing Book, Distractions, and Studying AI Prompts

Darren Herman
Darren Herman
OP #297: The Web is Dead—Long Live the AI Web

Jun 3, 2025

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8 min read

OP #297: The Web is Dead—Long Live the AI Web

Darren Herman
Darren Herman
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The Operating Partner

The Operating Partner

A bi-weekly newsletter discussing topics relevant to value creation with a digital skew, and the occasional New York Knicks rant.


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