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Deep Columns

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

354 articles

The Endless Relaunch: Why Apple's 'New Siri' is Still Loading
Original
Jun 7, 2026

The Endless Relaunch: Why Apple's 'New Siri' is Still Loading

How many times can a tech giant reinvent its own voice assistant? For Apple, the answer seems to be: as many times as it takes to get it right. Back at the...

The S&P 500 Just Denied AI's VIP Pass to Your Retirement Fund
Original
Jun 7, 2026

The S&P 500 Just Denied AI's VIP Pass to Your Retirement Fund

Getting into the S&P 500 is like gaining entry to the ultimate financial VIP lounge. It unlocks billions of dollars in automatic, passive investments from...

Bolting the Doors: How OpenAI’s Lockdown Mode Stops AI Data Heists
Original
Jun 7, 2026

Bolting the Doors: How OpenAI’s Lockdown Mode Stops AI Data Heists

We tend to view AI chatbots as isolated digital brains. But today’s AI is deeply connected—it browses the internet, reads uploaded PDFs, and interacts with...

The AI Admin: Leveling the Playing Field for Small Businesses
Original
Jun 6, 2026

The AI Admin: Leveling the Playing Field for Small Businesses

Running a small business often means wearing every hat imaginable: accountant, market researcher, social media manager, and product developer. While large...

When AI Becomes the Engineer: The Era of Recursive Self-Improvement
Original
Jun 6, 2026

When AI Becomes the Engineer: The Era of Recursive Self-Improvement

For decades, the speed of software development was limited by a fundamental bottleneck: human typing speed and human cognitive limits. Every line of code,...

The Quiet Tug-of-War Tearing AI Teams Apart
Original
Jun 6, 2026

The Quiet Tug-of-War Tearing AI Teams Apart

In almost every modern office, a quiet tug-of-war is taking place. On one side are the early adopters, using AI to generate reports, write software code, and...

The Screen-less Fitbit Air and the Problem with Polite AI
Original
Jun 6, 2026

The Screen-less Fitbit Air and the Problem with Polite AI

For the past decade, the tech industry has been obsessed with strapping increasingly complex screens to our wrists. We’ve grown accustomed to smartwatches that...

The Addiction Friction: Microsoft's Internal Clash Over AI Engagement
Original
Jun 6, 2026

The Addiction Friction: Microsoft's Internal Clash Over AI Engagement

What happens when the traditional Silicon Valley playbook of building 'sticky' products collides with the new era of responsible AI? A recent internal clash at...

The Border in Your Neighborhood
Original
Jun 6, 2026

The Border in Your Neighborhood

The concept of a national border has traditionally been tied to a physical location—an airport, a seaport, or a line on a map. But with the rapid integration...