How Leonardo da Vinci became one of the world’s most famous painters

From cleaning brushes to redefining art

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Hello, friends! Gorick here. Each week, I share an untold story of how someone (or something) you might know became successful—and the unspoken rule you can apply to your own career and life.

→ In edition #124, we’ll discuss what Leonardo da Vinci can teach us about learning under a master.

—Gorick

PS: Here are 3 articles that I found interesting recently (no paywalls, although it may depend on your cookies):

  • “As AI threatens white-collar work, more young Americans choose blue-collar careers” (CBS News)

  • “Daydreaming can lead to epiphanies, greater career purpose, WashU research finds” (SageJournals)

  • “Big Tech Told Kids to Code. The Jobs Didn’t Follow” (New York Times)

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STORY
How Leonardo da Vinci became one of the world’s most famous painters

You may have heard of Leonardo da Vinci—the Renaissance painter behind world-famous paintings like the Mona Lisa and The Last Supper.

But did you know that he began as an apprentice in someone else’s studio?

The “Mona Lisa”

It was 1467 in Florence, Italy. Leonardo, about 15 years old, entered the workshop of Andrea del Verrocchio, one of the city’s leading artists. Like any apprentice, Leonardo began with menial chores: grinding pigments, preparing canvases, cleaning brushes. Only later was he trusted with sketching, sculpture, and eventually painting.

Verrocchio’s studio was more than a workplace; it was a training ground. As biographer Walter Isaacson notes:

“Verrocchio’s workshop… was the perfect place for Leonardo. Verrocchio conducted a rigorous teaching program that involved studying surface anatomy, mechanics, drawing techniques, and the effects of light and shade on material such as draperies.” 

Verrocchio’s shop was also a hub of ideas. In Isaacson’s words, Verrocchio’s shop “had a dining table, beds, a globe, and a variety of books in Italian… The topics of discussion in his shop included math, anatomy, dissection, antiquities, music, and philosophy.”

Fast forward to 1472, when Verrocchio painted The Baptism of Christ. He assigned Leonardo to paint one of the angels. According to Giorgio Vasari, Leonardo’s angel was so strikingly lifelike that it outshone the rest of the work, leading Verrocchio to put down his brush, realizing his pupil had already surpassed him.

Angel on the left, painted by Leonardo da Vinci in “The Baptism of Christ”, stands out for its more natural, lifelike pose.

Soon after, Leonardo’s Annunciation and Madonna of the Carnation revealed his trademarks: anatomical accuracy, dramatic light and shadow, and balanced composition.

Meanwhile, many of his contemporaries, like Botticelli and Perugino, didn’t experience that same immersive apprenticeship. Botticelli, who painted Madonnas like Madonna of the Magnificat, apprenticed under Fra Filippo Lippi.

Botticelli’s “Madonna of the Magnificat”

Fra Filippo Lippi’s training emphasized elegance and narrative, shaping his distinctive style, but it was more narrowly focused on personal technique and aesthetics, with less exposure to the multi-disciplinary learning that Leonardo gained in Verrocchio’s workshop.

Perugino also spent time in Verrocchio’s studio, but only briefly, which limited his exposure to the workshop’s broad range of techniques and ideas. On the other hand, Leonardo’s longer, more in-depth apprenticeship gave him a rare combination of technical skill, scientific curiosity, and creative vision—helping him surpass both his master and his peers.

What does this mean for you?

The next time you wonder how to grow faster in your career, remember Leonardo—who got a head start by apprenticing under a master.

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UNSPOKEN RULE
Observe masters of their craft

What this story taught me is that no matter how talented you are, growth accelerates when you work beside someone who’s already mastered what you want to learn. Leonardo didn’t just “figure it out on his own.” He watched Verrocchio, copied his techniques, and practiced until those lessons became second nature.

The same is true for your career. Books and courses are useful, but nothing beats proximity. Being in the room with a skilled leader gives you a shortcut that’s hard to replicate (as we saw with the former CEO of Xerox, Ursula Burns, who went from EA to CEO).

Here’s how you can apply it:

  • Seek proximity. If you admire a manager’s leadership style, try asking: “Could I be a fly on the wall at the next ______ ?”

  • Copy—then adapt. Notice how they structure an email, lead a call, or handle pressure. Take a discreet screenshot or jot their language down for safekeeping so you can refer to it in the future. Then, find a style that works for you.

  • Ask “why” and “how” questions. Instead of “Do you have any feedback?” try:

    • (A) “How do I know I'm doing a good job and staying on track?” 

    • (B) “Do you have any examples of what 'excellent' vs. ‘terrible’ looks like?”

    • (C) “Why did you approach it this way? I’m curious.” 

  • Turn observation into practice. Just like Leonardo painted beside Verrocchio, don’t stop at watching. Volunteer! (Like the former Chancellor of Germany, who you can read about here.) Offer to draft the deck, send the email, or deliver the presentation. Ask, “I'd love to contribute to ______ . What would it take for me to pitch in?”

In the end, career success comes down to 3 things: drive × skill × luck (read more about it and geneticist Mary-Claire King here).

Leonardo had the luck of apprenticing under Florence’s great artists—so seized the opportunity and used his drive to sharpen his skill.

Follow a master!

See you next Tuesday for our next story and unspoken rule,

—Gorick

What’s an “unspoken rule”? They’re the things that separate those who get ahead from those who stumble—and don’t know why. You can learn more about these rules in the workplace in my Wall Street Journal bestselling book called—you guessed it—The Unspoken Rules.

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Sources

  1. 1467 in Florence

  2. Leonardo, about 15 years old

  3. grinding pigments, preparing canvases, cleaning brushes

  4. “Verrocchio’s workshop… was the perfect place for Leonardo”

  5. 10,000 hours under a master

  6. “had a dining table, beds, a globe, and a variety of books in Italian”

  7. Leonardo learned anatomy, perspective, oil painting, and close observation of nature

  8. “he painted an angel who was holding some garments, and although he was a young boy, he completed the angel in such a way that Leonardo's angel was much better than the figures by Andrea” 

  9. “resolved never again to touch colour, in disdain that a child should know more than he.”

  10. Cover image

  11. Angel on the left painted by Leonardo da Vinci in The Baptism of Christ, standing out for its more natural, lifelike pose.

  12. Botticelli’s “Madonna of the Magnificat”

  13. more narrowly focused on personal technique and aesthetics

  14. Perugino also spent time in Verrocchio’s studio