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The Age of the Generalist: How the Right Kind of Versatility Wins

  • Writer: Langston Tolbert
    Langston Tolbert
  • Mar 21
  • 3 min read


For decades, we’ve been told to specialize. Pick a lane, master a niche, and stay in it. The logic?

Deep expertise creates an edge. But the biggest winners in history—and in today’s economy—

aren’t just specialists. They’re specialized generalists, people who synthesize knowledge across

domains, see angles others don’t, and build bridges between worlds.


The idea isn’t new. Leonardo da Vinci wasn’t just a painter—he was a scientist, engineer, and anatomist. Benjamin Franklin wasn’t just a politician—he was an inventor, printer, and diplomat. Julius Caesar wasn’t just a military leader—he was a priest, politician, and lawyer. Their range wasn’t a distraction. It was their advantage.


The Case for Generalists in a Specialist’s World


In today’s economy, the same principle applies. Take Elon Musk. He didn’t build Tesla and SpaceX by being an engineer alone. His ability to merge physics, finance, and branding into a cohesive vision is what set him apart. Or look at Rick Rubin, who didn’t just produce music—he shaped entire genres by pulling from unexpected influences. These aren’t generalists in the shallow sense; they’re highly competent across multiple domains, with the ability to pull from each to create something new.


The data backs this up. A study from the University of Chicago found that people with diverse work experiences—across industries or functions—tend to generate more breakthrough ideas than those who stay in one track. The book Range by David Epstein similarly argues that generalists are better at navigating complex, unpredictable environments than specialists.


The Generalist’s Superpower: Translating, Connecting, and Executing


The real power of a generalist isn’t just knowing a little about a lot. It’s the ability to translate between disciplines. To spot patterns before others do. To build teams where specialists can execute while the generalist keeps the vision intact. It’s why some of the best investors aren’t just finance people—they’re former operators. It’s why the best CEOs aren’t just great at one thing—they understand strategy, sales, culture, and execution well enough to bring them together.


In a world where AI and information access are leveling the playing field, being a generalist isn’t just an option—it’s a necessity. The specialist will always have a role, but the person who can bridge disciplines, see around corners, and connect dots others miss will have the biggest edge.


Personally, I’ve always been wired this way. I have the curiosity of a cat and the attention span of a goldfish. I thrive on juggling multiple things at once, absorbing different perspectives, and synthesizing them into something useful. Some people are born specialists, and that’s great. But for those of us who don’t fit into one box, the modern world offers unprecedented opportunities.


How to Build a Moat as a Specialized Generalist


The key isn’t just dabbling in a bunch of things—it’s creating a unique intersection where your skills form an advantage no one else can replicate. If you can combine legal expertise with an investor’s mindset, or product design with deep financial acumen, you’ve built a moat. The magic happens at the edges, where disciplines overlap.


So, should you specialize or generalize? The answer isn’t either-or. The future belongs to those who can specialize enough to be dangerous but generalize enough to see the whole board. And in a world that rewards those who can anticipate change, that might be the most valuable skill of all.

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