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Deep Columns

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

354 articles

Trading Your Living Room Privacy for a Free House Cleaning
Original
May 30, 2026

Trading Your Living Room Privacy for a Free House Cleaning

For years, we have comfortably participated in the digital barter economy: we trade our browsing habits for free search engines, and our personal updates for...

The Evolution of Dark Patterns: When AI Manipulates Through Conversation
Original
May 30, 2026

The Evolution of Dark Patterns: When AI Manipulates Through Conversation

For years, internet users have battled traditional "dark patterns"—sneaky pre-checked boxes, impossible-to-find cancellation buttons, and hidden subscription...

A $2,000 AI Film at Tribeca: The Dawn of Synthetic Dramatization
Original
May 30, 2026

A $2,000 AI Film at Tribeca: The Dawn of Synthetic Dramatization

When historians, journalists, or exiled citizens want to document a crisis in a restricted region, the most insurmountable hurdle is often the lack of visual...

The End of Car Buttons and CarPlay: How AI is Taking the Wheel
Original
May 29, 2026

The End of Car Buttons and CarPlay: How AI is Taking the Wheel

For the past decade, the ultimate fix for a clunky car dashboard was simple: plug in your phone and let Apple CarPlay or Android Auto take over the screen. But...

The Agentic Divide: A Glimpse into AI's 2026 Landscape
Original
May 29, 2026

The Agentic Divide: A Glimpse into AI's 2026 Landscape

What happens when artificial intelligence stops being a conversational novelty and becomes a fully autonomous coworker? In a fascinating thought experiment, AI...

The Physics of Siri: Why Apple's AI Dream Needs the Cloud
Original
May 29, 2026

The Physics of Siri: Why Apple's AI Dream Needs the Cloud

For years, the ultimate promise of smartphone artificial intelligence was strict privacy: what happens on your phone stays on your phone. Apple, in particular,...

The Biometric Tollbooth: When Online Therapy Demands Your Face
Original
May 29, 2026

The Biometric Tollbooth: When Online Therapy Demands Your Face

Telehealth was supposed to lower the barriers to medical care, offering a private sanctuary from the comfort of your own home. But a recent policy from a major...

The Trash Bag Rebellion: When Cities Can't Unplug AI
Original
May 29, 2026

The Trash Bag Rebellion: When Cities Can't Unplug AI

Imagine installing a smart security system in your home, deciding a few months later that you no longer want it, and then realizing you aren't legally or...

The Paywall Paradox: Why CNN is Taking Perplexity to Court
Original
May 29, 2026

The Paywall Paradox: Why CNN is Taking Perplexity to Court

When you type a question into an AI search engine today, the magic lies in the immediate, neatly formatted answer. You no longer have to click through multiple...