Imagine discovering that some of the most powerful people in history spent their free time making whiskey, splitting rails, or even painting landscapes. It’s surprising, isn’t it? These famous leaders, often seen as serious and focused, actually had unexpected side hustles that brought new meaning to their lives—and sometimes, extra income too. Their stories remind us that greatness isn’t just about what happens in the spotlight, but also about the hidden passions that drive people when no one is watching. Let’s take a journey through history and uncover the secret side hustles of these remarkable figures.
George Washington: The Whiskey Entrepreneur
George Washington is mostly remembered for leading a revolution and becoming the first President of the United States. However, after leaving office, he turned his attention to a different kind of venture—whiskey distilling. At his Mount Vernon estate, Washington built one of the largest distilleries in America at that time. By 1799, the distillery was producing over 11,000 gallons of whiskey a year, which was a huge amount. This business was more than just a hobby; it became a major source of income for him. Washington’s entrepreneurial spirit showed that leaders can find success in totally different arenas. His whiskey was so popular that it continued to be sold long after his death, proving that even a founding father could have a knack for business on the side.
Thomas Jefferson: The Wine Connoisseur
Thomas Jefferson, the author of the Declaration of Independence and the third U.S. President, had a lesser-known passion for wine. He was fascinated by European vineyards and brought that love back to America. Jefferson tried to grow European grape varieties at his Virginia estate, Monticello, and even imported wines to share with friends and guests. Though his vineyards didn’t thrive as he hoped, his enthusiasm helped spark America’s own wine culture. Jefferson’s attention to detail, from soil to grape, and his willingness to learn from European winemakers showed his curious and adventurous side. Through his efforts, he introduced many Americans to the joy of fine wine, leaving a mark that still lingers in the American wine industry today.
Abraham Lincoln: The Rail Splitter
Before Abraham Lincoln became one of America’s most revered presidents, he was known for splitting rails to make fences. This physically demanding job shaped Lincoln’s character and gave him firsthand experience with hard labor. People admired Lincoln for his humble beginnings, which helped him connect with ordinary citizens. His time as a rail splitter gave him a reputation for honesty and hard work, earning him the nickname “Honest Abe.” Lincoln’s story proves that even the most modest side hustles can play a big role in shaping a leader’s image and values. His background reminded others that anyone, no matter how humble their start, could rise to greatness.
Winston Churchill: The Painter
Winston Churchill is famous for guiding Britain through World War II, but many people don’t know that painting was his secret passion. Churchill started painting in his forties as a way to relieve stress and find peace during difficult times. He created over 500 paintings, mostly landscapes and still lifes filled with vibrant colors. Painting offered him a way to escape the pressures of government and war. He once said, “Painting is a companion with whom one may hope to walk a great part of life’s journey.” Churchill’s art has since been displayed in galleries and even sold at auction for high prices. His work reveals a softer, more creative side to a leader otherwise known for his stern resolve.
Franklin D. Roosevelt: The Polio Advocate
Franklin D. Roosevelt, America’s longest-serving president, faced a life-changing battle with polio. Rather than let the disease define him, he turned his struggle into a powerful mission. Roosevelt founded the March of Dimes, a charity focused on fighting polio and helping those with disabilities. He used his personal experience to raise money and awareness, inspiring hope in millions. Roosevelt’s advocacy led to important advances in medical research and eventually contributed to the development of the polio vaccine. This side hustle was deeply personal, but it also brought about lasting change. His efforts showed that leadership is just as much about compassion and determination as it is about policy.
Margaret Thatcher: The Grocer’s Daughter
Margaret Thatcher became Britain’s first female Prime Minister, but she often spoke of her humble roots as the daughter of a grocer. Before politics, she worked as a research chemist and then as a barrister, but her earliest lessons came from working in her father’s shop. Thatcher learned the value of hard work, customer service, and economic principles firsthand. These experiences shaped her political views, especially her belief in self-reliance and free markets. Thatcher’s story reminds us that early side hustles, even those as simple as helping in a family shop, can build the foundation for future leadership. Her background connected her to ordinary people, giving her a unique perspective in government.
Barack Obama: The Author
Barack Obama is celebrated for his two terms as U.S. President, but his journey as a writer began long before the White House. Obama wrote two best-selling books—“Dreams from My Father” and “The Audacity of Hope”—before his presidency. Writing allowed him to reflect on his experiences, share personal stories, and connect with readers on a deeper level. His books earned him both critical praise and financial reward, providing a platform for his ideas. Even after his presidency, Obama continued to write, proving that storytelling was more than just a side gig—it was a lifelong passion. His literary side hustle helped shape his public image as an eloquent, thoughtful leader.
Queen Victoria: The Sketch Artist
Queen Victoria, one of Britain’s longest-reigning monarchs, had a surprising talent for drawing and sketching. Throughout her life, Victoria kept journals filled with sketches of her family, pets, and the world around her. Drawing was her way to relax and document daily life, especially at times when she felt overwhelmed by royal duties. Her artwork gives historians a personal glimpse into the queen’s private world. Though she rarely shared her drawings publicly, they show a playful and sensitive side to a woman often seen as stiff and reserved. Victoria’s sketches remain preserved to this day, cherished as glimpses into her hidden world.
Napoleon Bonaparte: The Writer
Napoleon Bonaparte is remembered as a military genius and emperor, but he also spent time writing. While in exile on the island of Saint Helena, Napoleon wrote memoirs, reflections, and even romantic fiction. These writings reveal a different side to the conqueror, showing his thoughts, regrets, and dreams. For Napoleon, writing was both a way to pass time and to shape how history would remember him. Though his stories are less famous than his battles, they give us insight into his complex mind. His side hustle as a writer proves that even the boldest leaders crave a chance to share their inner worlds.
Albert Einstein: The Violinist
Albert Einstein changed science forever with his theories, but few people know about his deep love for music. Einstein played the violin passionately, often saying that if he weren’t a physicist, he’d be a musician. He practiced regularly and even played in small concerts with friends and family. Music was a way for him to relax and spark creativity. Einstein believed that music helped him solve scientific problems, linking art and science in his mind. His side hustle reminds us that even the greatest thinkers need a creative outlet. The image of Einstein playing violin adds warmth and relatability to his legendary status.
Benjamin Franklin: The Inventor and Publisher
Benjamin Franklin, one of America’s founding fathers, was a true jack-of-all-trades. Besides his political work, Franklin made a name for himself as a successful printer, publisher, and inventor. He ran his own printing business and published the famous “Poor Richard’s Almanack,” offering advice, humor, and wisdom to everyday people. Franklin also invented useful items like the lightning rod, bifocal glasses, and the Franklin stove. His endless curiosity led him to explore new ideas and share them with the public. Franklin’s side hustles didn’t just bring him wealth—they changed daily life for countless people.
Cleopatra: The Perfume Maker
Cleopatra, the last queen of ancient Egypt, is famous for her beauty and political intrigue. But she also had a lesser-known business: creating perfumes. Cleopatra was fascinated by scents and invested in perfume factories along the Nile. She even developed her own signature fragrances, which became highly sought after in ancient times. These perfumes were used not only for personal enjoyment but also for religious and diplomatic purposes. Cleopatra’s interest in perfumery shows her skill as both a businesswoman and trendsetter. Her legacy lingers in the world of fragrances, inspiring luxury perfume brands even today.
Leonardo da Vinci: The Chef
Leonardo da Vinci is often remembered as a genius artist and inventor, but he also enjoyed exploring the culinary arts. He managed banquets, experimented with recipes, and even invented kitchen gadgets like an early pasta maker and a spit-roast turning machine. Leonardo wrote about cooking techniques and food presentation in his notebooks, always striving for perfection. His love of food reflected his curiosity about every part of life, from science to art. While his cooking didn’t make him rich or famous, it demonstrates how even the most brilliant minds find joy in simple pleasures.
Catherine the Great: The Playwright
Catherine the Great, Empress of Russia, was not just a powerful ruler—she was also a playwright. Catherine wrote comedies, dramas, and even operas for the Russian stage. She used her plays to share political ideas, challenge social norms, and entertain her court. Writing allowed her a creative escape from the pressures of ruling an empire. Her works were performed in royal theaters and helped shape Russian culture. Catherine’s side hustle as a playwright showed her wit, intelligence, and desire to connect with people through the arts.
Julius Caesar: The Orator and Writer
Julius Caesar is remembered as a brilliant general and statesman, but his skill as a writer and public speaker is often overlooked. Caesar wrote detailed accounts of his military campaigns, such as “Commentaries on the Gallic War,” which became essential reading for future leaders. His clear, persuasive writing style helped him win both battles and public support. Caesar’s speeches inspired his soldiers and citizens alike, shaping the course of Roman history. His side hustle as a writer and orator proved as important to his legacy as his victories on the battlefield.