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Deep Columns

A playful mix of AI ideas, product thinking, industry curiosities, and growth inspiration.

372 articles

The Rise of the AI Lobbyist
Original
May 18, 2026

The Rise of the AI Lobbyist

Imagine having a tireless, highly educated lobbyist working for you 24/7. This entity monitors local city council meetings, analyzes hundreds of pages of...

The AI Detective: Rebuilding 16,000 Lines of Code Without the Source
Original
May 18, 2026

The AI Detective: Rebuilding 16,000 Lines of Code Without the Source

For years, we’ve treated AI coding assistants as highly advanced autocomplete tools—handy for generating a quick function or debugging a stubborn script. But a...

The 30-Person Startup Taking on AWS in the AI Era
Original
May 18, 2026

The 30-Person Startup Taking on AWS in the AI Era

In the tech world, conventional wisdom dictates that you don't compete directly with trillion-dollar empires like Amazon Web Services or Google Cloud—you build...

The AI Sheriff Policing the Wild West of Prediction Markets
Original
May 18, 2026

The AI Sheriff Policing the Wild West of Prediction Markets

Prediction markets were originally championed as the ultimate manifestation of the “wisdom of crowds.” By allowing users to place financial bets on future...

The Everything Machine: How AI Accelerates Both Startups and Cyberattacks
Original
May 18, 2026

The Everything Machine: How AI Accelerates Both Startups and Cyberattacks

In the realm of artificial intelligence, time moves differently. For tech startups, this temporal shift means condensing years of traditional business growth...

The Expanding Attention Span of AI
Original
May 18, 2026

The Expanding Attention Span of AI

Imagine hiring an assistant whose ability to focus independently doubles every few months. Two years ago, they could only work unsupervised for 30 seconds...

AI Models Went Bankrupt Trying to Run a Radio Station
Original
May 18, 2026

AI Models Went Bankrupt Trying to Run a Radio Station

What happens when you give the world’s most advanced artificial intelligence models $20 and tell them to run a profitable business forever? As it turns out,...

Out of the Chatbox: Anthropic's New Agent Wants to Organize Your Files
Original
May 18, 2026

Out of the Chatbox: Anthropic's New Agent Wants to Organize Your Files

For the past two years, our relationship with AI has largely been confined to a chat window. We type a prompt, and the AI generates a response. But what if,...

The $1.5 Billion Illusion: Why Authors Are Rejecting Anthropic's Historic Settlement
Original
May 17, 2026

The $1.5 Billion Illusion: Why Authors Are Rejecting Anthropic's Historic Settlement

When a technology company agrees to pay $1.5 billion to settle a copyright dispute, it usually signals a landmark victory for creators. Yet, in the case of AI...