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Being a great AI PM is hard. This newsletter makes it easy.

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What Is Product Judgement—Why Is It The Most Important Skill In The Age Of AI

What Is Product Judgement—Why Is It The Most Important Skill In The Age Of AI

Why the man who invented "vibe coding" hand-wrote his last project — and the six moments where judgement, not the model, decides whether your product wins.

Fine-Tune, RAG, Or Just Prompt? The Decision PMs Keep Getting Wrong

Fine-Tune, RAG, Or Just Prompt? The Decision PMs Keep Getting Wrong

RAG changes what your AI knows. Fine-tuning changes how it thinks. Prompting changes what you ask.

Prompt Injection — Why Your AI Trusts The Wrong People

Prompt Injection — Why Your AI Trusts The Wrong People

Prompt injection is the biggest open security hole in AI. Here's why your AI can't tell your instructions apart from an attacker's — and what to do about it.

Sid Arora
Sid Arora
Airbnb deleted its guest fee

Airbnb deleted its guest fee

Airbnb deleted the guest fee at checkout and folded it into a single host-only fee near 15.5%. How the change quietly earns Airbnb more on every booking.

Why OpenAI Shut Down Sora, Its Own #1 App

Why OpenAI Shut Down Sora, Its Own #1 App

OpenAI's Sora hit No. 1 on the App Store and landed a $1B Disney deal, then shut down six months later. The story of why a viral hit got too expensive to survive.

This is How Perplexity Answers Your Questions

This is How Perplexity Answers Your Questions

Perplexity owns neither the models nor the content. Here's how that became a $22B strategy and why the open web is now suing it.

Sid Arora
Sid Arora
LLM-as-a-Judge: How One AI Grades Another (And When To Trust It)

LLM-as-a-Judge: How One AI Grades Another (And When To Trust It)

You can't human-review every AI output at scale. So you have one model grade another against a rubric. How LLM-as-a-judge works, and when to trust it.

Sid Arora
Sid Arora
The AI Flywheel: Why Some AI Products Become Viral

The AI Flywheel: Why Some AI Products Become Viral

Why do some AI products get smarter the more they are used, while others stall? It's because of the data flywheel: the loop that separates a feature from a moat.

Sid Arora
Sid Arora
How Uber Built an AI That Reviews PRDs Before Humans Do

How Uber Built an AI That Reviews PRDs Before Humans Do

Uber built an AI "PRD Evaluator" that assembles company-wide context to pressure-test product docs before human review. Here's how the system works.

Sid Arora
Sid Arora
What Is Context Rot And Why Your AI Gets Dumber The Longer You Talk to It

What Is Context Rot And Why Your AI Gets Dumber The Longer You Talk to It

Bigger context windows didn't fix AI quality but made it easier to overload the model without noticing. Here's what context rot is, why it happens, and the TRIM framework to fix it.

Sid Arora
Sid Arora
Learn Claude Code (For Free, Without Coding Experience)

Learn Claude Code (For Free, Without Coding Experience)

I've spent the last 6 months diving deep into building with Claude Code. And now I've created a FREE course that teaches you Claude Code inside Claude Code.

Sid Arora
Sid Arora
What Is Synthetic Data And Why Is It Replacing Human Labelling?

What Is Synthetic Data And Why Is It Replacing Human Labelling?

Most AI training data is no longer written by humans. Synthetic data, generated by AI models, is faster, cheaper, and often better. Here's how it works.

Sid Arora
Sid Arora
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