Steve Wozniak called the Macintosh a failure. He was right. The Apple III melted. The Lisa was priced out of reach. The original Macintosh nearly bankrupted the company and got Steve Jobs fired. The real history of Apple is a string of near-fatal failures — and it’s the most important lesson available to anyone leading an AI transformation today.
EY Canada just published research showing the most successful AI training programs are also the ones causing the most employee turnover. Employees with fewer than 4 hours of AI training express 21% intent to quit. Employees with 81+ hours express 45%. The retention problem isn’t an AI problem. It’s a career architecture problem most enterprises haven’t updated since the 1990s. Here’s what’s actually going on — and what to do about it.
In 2021, a Tufts neuroscientist named Erik Hoel proposed that dreams exist to keep the brain from overfitting to everyday life — exactly the way dropout prevents overfitting in AI. The hypothesis explains why senior leaders, calibrated against decades of same-industry inputs, gradually lose the ability to lead through change. The fix — what I call “executive dropout” — is the most important leadership discipline of the next decade.
Edward de Bono coined the term “lateral thinking” in 1967 and compressed the entire framework into one sentence: “You cannot dig a hole in a different place by digging the same hole deeper.” Most senior executives in 2026 are digging a deep hole in the wrong location — with all the wrong instincts, all the right credentials, and a culture that rewards intensification over reorientation. This is what to do instead.
A clickbait Reel is going viral claiming Microsoft banned engineers from using AI because AI costs more than humans. Almost every part of that framing is wrong. The actual story — about token-based pricing creating a new enterprise cost class that finance teams aren’t prepared for — is harder, more important, and the most useful lesson available to any leader running an AI program in 2026.
Eric Ries was right. Steve Jobs was right. Elon Musk is doing something different from both of them. Most leaders don’t realize there are six kinds of MVP — each doing a fundamentally different job. Here’s the taxonomy.
70% of major transformations fail. Cloud, digital, platforms, agile, now AI. The technology changes. The failure rate doesn’t. Here’s what the 2025-2026 McKinsey and BCG data actually says — and what the 5% who succeed are doing differently.
This idea is famously attributed to Pablo Picasso: “Every child is an artist. The problem is how to remain an artist once we grow up.” It’s a simple statement —
There’s a short quote often shared in leadership circles: “It’s impossible,” said pride.“It’s risky,” said experience.“It’s pointless,” said reason.“Give it a try,” said the heart. While its exact origin is
In 2007, the iPhone shipped with no screenshot feature. The gesture you use every day exists because one journalist made the workaround more expensive than the fix. Your organization is full of the same workarounds — here’s how to find them.
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