Jon Morgan
Published by Jon Morgan | Co-Founder & Chief Editor
Last updated: January 18, 2025
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In today's business world, the transition from a small side project to a successful empire is a tale that motivates entrepreneurs around the globe. These stories of triumph are defined by resilience, creativity, and unwavering commitment.

Let's explore the extraordinary paths of individuals who turned their hobbies into thriving businesses, leaving a lasting impact on the business world.

1. Oprah Winfrey

Oprah Winfrey

Oprah Winfrey, a famous talk-show host, writer, and worldwide icon, overcame the challenges of her poor upbringing in rural Mississippi and inner-city Milwaukee.

Despite a tough childhood, she discovered her passion in the media industry and landed a radio job while still in high school. At just 19 years old, she was already co-anchoring the local evening news, displaying her innate gift for communication.
Winfrey's business skills led to remarkable financial success, reaching a net worth of $800 million by the early 2000s, making her the wealthiest African American of the 20th century.

Her annual earnings soared to $275 million by 2008, demonstrating the tremendous impact of her multimedia empire.
In 2014, Oprah Winfrey's wealth reached an impressive $2.9 billion, highlighting her status as a highly influential and wealthy figure on the world stage.

“My story is a source of motivation, demonstrating how dedication, determination, and authenticity can lead to success.”

- Oprah Winfrey

2. Sarah Jenkins

Sarah Jenkins' evolution from a casual jewelry maker to a respected business owner showcases the transformative influence of determination and dedication.

At first, Sarah began crafting unique pieces as a hobby while working part-time. She dedicated herself to perfecting her craft by trying out different designs and materials until she finally launched her creations on an Etsy store.

What made Sarah stand out was her ability to spot market trends and use social media effectively to market her products. By using platforms like Instagram and Pinterest strategically, she was able to build a strong following and catch the eye of prominent fashion bloggers.

Sarah's brand is now known for its elegance and attention to detail, with her jewelry being worn by celebrities and fashion icons. What started as a small business on Etsy has grown into a global powerhouse, with stores in key locations and a successful online presence.

3. Howard Schultz

Howard Schultz

Howard Schultz, the mastermind behind Starbucks, began his journey from modest origins and revolutionized the world of coffee.

Upon entering Starbucks in 1982, Schultz saw beyond a simple coffee shop and envisioned it as a centerpiece of culture. Five years later, he facilitated the purchase of Starbucks, laying the foundation for its growth worldwide.

During his tenure, Starbucks became synonymous with excellence, exceptional customer care, and dedication to social causes. Even after retiring as CEO, Schultz remained influential in guiding Starbucks towards ethical sourcing, sustainability, and fostering employee growth.

Starbucks, as we see it today, is a powerful symbol of Schultz's impact, boasting numerous locations around the globe and a strong reputation as a brand that cares about social issues.

4. Mark Nguyen

Mark Nguyen's entrepreneurial story showcases the transformative power of technology and the endless possibilities it offers.
With a strong foundation in computer science and a passion for creativity, Mark began his entrepreneurial journey by creating a mobile application while balancing his job as a software engineer.

Originally designed to simplify task organization, Mark's app gained popularity thanks to its user-friendly design and advanced capabilities. Motivated by the positive responses, Mark committed himself to improving the app and investigating its potential for growth.

After securing seed funding, Mark established his startup and grew his team to improve the app's features. Through each update, the app transformed into a versatile productivity tool, serving both individuals and businesses.

Currently, Mark's startup has millions of users globally and is recognized for its innovative productivity solutions.

5. Maria Rodriguez

Maria Rodriguez

Maria Rodriguez's rise to culinary fame from her home kitchen is a true testament to the lasting power of passion and authenticity in the food entrepreneurship industry.

Raised with a strong love for her family's culinary heritage, Maria always had a dream of spreading her passion for food to the world. While working full-time in marketing, she started trying out new recipes in her free time, and hosting cozy dinner gatherings for close friends and family.

Maria's cooking, inspired by her cultural background and filled with her own unique touch, quickly gathered a loyal following. Encouraged by the enthusiastic feedback, she decided to start a catering business on the side, serving her distinctive dishes at private events and gatherings.

Now, Maria's restaurant chain encompasses multiple locations, each offering a special dining experience that highlights her cultural heritage and culinary ingenuity. Her journey from a home cook to a successful culinary entrepreneur is a testament to the transformative influence of passion and a sprinkle of creativity in the competitive world of food business.

6. Jamal Patel

Jamal Patel's evolution from a humble clothing upcycling endeavor to a prominent sustainable fashion label illustrates the power of ethical entrepreneurship. Fueled by his love for fashion and the environment, Jamal launched his journey by transforming secondhand clothes into chic, eco-conscious styles from his own home.

Motivated by a mission to make a difference in the fashion world, Jamal worked tirelessly to advocate for his brand's commitment to sustainability and ethical manufacturing processes.

By working closely with influencers who shared his values, Jamal built a strong following of loyal customers through grassroots marketing.

As the demand for sustainable fashion increased, he expanded his operations by teaming up with ethical manufacturers and using eco-friendly materials. His brand became known for its dedication to honesty and social consciousness, receiving praise from both the industry and consumers.

Jamal has built a sustainable fashion empire that is leading the way in addressing environmental and social issues.

7. Emily Chen

Emily Chen

Emily Chen's path from holistic wellness enthusiast to successful wellness mogul highlights the importance of staying true to yourself and building a supportive community.

Emily began her journey by writing a blog and engaging with followers on social media, where she shared valuable wellness advice, tasty recipes, and heartfelt stories from her own life. Her content struck a chord with many who were searching for new and effective ways to improve their health and practice self-care.

She introduced a comprehensive online wellness platform that assembled a wide range of resources, hosted informative workshops, and offered carefully selected products that catered specifically to the needs of her devoted followers.

With strategic collaborations and creative marketing initiatives, she expanded her platform to become a one-stop destination for holistic well-being. Now, Emily's wellness realm includes a variety of services such as books, podcasts, and retreats, all focused on inspiring people to prioritize their health.

8. Juan Ramirez

The evolution of Juan Ramirez's project from a grassroots effort to a trailblazing social impact group showcases the power of entrepreneurship in tackling urgent societal problems. Driven by a commitment to combat homelessness in his community, Juan began by offering his time at shelters and coordinating food donation events during his free hours.

With a strong belief in creating lasting change, Juan used his experience in social work and community organizing to come up with new ideas to tackle the underlying issues of homelessness.

He started a social enterprise that offered job training and work opportunities to homeless individuals, helping them regain their independence and a sense of purpose. By teaming up with local businesses and government bodies, Juan was able to grow his project and make a bigger difference.

Today, Juan's social impact organization is seen as a shining example of how communities can come together to tackle tough social issues, motivating people and groups worldwide to use entrepreneurship to create a better world.

9. Li Wei

Li Wei

Li Wei's entrepreneurial path from a love of cultural exchange to a successful cross-cultural consulting business demonstrates the incredible impact of bringing people from different backgrounds together and promoting understanding among diverse communities.

With experience in international relations and a strong respect for cultural differences, Li Wei saw the importance of building meaningful relationships in our ever-changing, interconnected world.

Li Wei started by organizing small language exchange gatherings and cultural events to bring people from different backgrounds together, encouraging conversation and empathy.
Seeing the opportunity for international cooperation in business, she established a consultancy offering cultural training and strategic advice to companies working in various markets.

Thanks to her creative methods and dedication to promoting cross-cultural connections, Li Wei's consultancy soon became popular, drawing clients from large corporations to community groups.

10. Do Won Chang

Won Chang, though not widely known, is the man behind the successful fashion brand Forever 21.

Starting in 1984, Chang built his empire from humble beginnings after taking on various jobs upon arriving in the US from South Korea.

With just $11,000 in savings, he and his wife opened their first store, Fashion 21, in a small 900-square-foot space in LA, targeting the Korean American community. After rebranding to Forever 21 and expanding their customer base, the business flourished quickly.

Today, Forever 21 has 790 stores globally, solidifying its position as a global fashion leader, with Chang's net worth estimated at $3.2 billion.

Empowering Dreams, Building Empires: The Entrepreneurial Journey

To sum up, the tales of these legends shine a light on the various ways to achieve success as an entrepreneur, all driven by shared values of passion, determination, and creativity.

Starting out as small side projects, these businesses grew into successful enterprises, revolutionizing their industries and motivating future generations of entrepreneurs.

Their stories demonstrate that with hard work, originality, and a readiness to face difficulties, anyone can transform their entrepreneurial aspirations into tangible achievements.

About The Author

Venture Smarter | From Side Hustle to Empire: Stories of Entrepreneurs Who Made It Big
Co-Founder & Chief Editor
Jon Morgan, MBA, LLM, has over ten years of experience growing startups and currently serves as CEO and Editor-in-Chief of Venture Smarter. Educated at UC Davis and Harvard, he offers deeply informed guidance. Beyond work, he enjoys spending time with family, his poodle Sophie, and learning Spanish.
Learn more about our editorial policy
Venture Smarter | From Side Hustle to Empire: Stories of Entrepreneurs Who Made It Big
Growth & Transition Advisor
LJ Viveros has 40 years of experience in founding and scaling businesses, including a significant sale to Logitech. He has led Market Solutions LLC since 1999, focusing on strategic transitions for global brands. A graduate of Saint Mary’s College in Communications, LJ is also a distinguished Matsushita Executive alumnus.
Learn more about our editorial policy

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