
Leaving Microsoft to Change the World
9 minAn Entrepreneur’s Odyssey to Educate the World’s Children
Introduction
Narrator: Imagine standing at the peak of a successful corporate career. You're a rising executive at Microsoft during its 1990s heyday, with stock options, international prestige, and a clear path to even greater wealth and influence. Yet, on a trek through the remote Himalayas of Nepal, you find yourself in a small village schoolhouse, staring at a library with completely empty shelves. The headmaster, a man with few resources but immense hope, looks at you and says, "Perhaps, Sir, you will someday come back with books." For John Wood, this wasn't a hypothetical question; it was a call to action that would unravel his life and reshape his definition of success.
This pivotal moment is the starting point for his memoir, Leaving Microsoft to Change the World. The book is a gripping chronicle of how one man’s journey away from the pinnacle of corporate power led to the creation of Room to Read, a global organization that has transformed the lives of millions of children by applying the discipline of the business world to the heart of philanthropy.
The Accidental Philanthropist
Key Insight 1
Narrator: John Wood’s journey did not begin with a grand, world-changing vision. It started with a single, simple promise. After his encounter with the headmaster in Bahundanda, Nepal, the image of the empty library haunted him. Back in the corporate world, he couldn't shake the feeling that he had to do something. He drafted a simple email to friends and family with the subject line, "I'm collecting books for a school in Nepal." He expected a modest response, perhaps a few boxes of books.
What happened next was a shock. The email was forwarded, and soon, his parents' garage in Colorado was overflowing with over 3,000 books. The logistical challenge of getting them to Nepal was immense, but the experience of delivering them was transformative. Wood, along with his father, organized the transport of the books back to the remote village. When they arrived, the entire community turned out to celebrate. Watching the children’s faces light up as they held a book for the first time, Wood realized the profound gap between the world of corporate excess he inhabited and the desperate need for basic educational tools. This was not a calculated career move; it was an accidental, emotionally driven response to a human need that had unexpectedly become his own.
Walking Away from the Summit
Key Insight 2
Narrator: The success of the first book drive planted a seed, but the decision to leave Microsoft was a monumental struggle. Wood was not just leaving a job; he was walking away from a life he had meticulously built. He was a Director of Business Development for Microsoft in China, a prestigious role with immense financial rewards. To his colleagues, friends, and family, leaving seemed like madness.
The book details his internal debate, a conflict between the security of a known future and the terrifying uncertainty of a purpose-driven life. He grappled with disappointing his boss, who had invested heavily in his career, and ending his relationship with his girlfriend, who could not understand his new obsession. The moment he finally walked away was not one of triumphant certainty, but of quiet resolve. He was trading a life of 12-million-person cities and corporate jets for one of remote villages and logistical nightmares. It was a radical leap of faith, driven by the conviction that his skills in marketing, sales, and strategy could be used for something more meaningful than selling software.
Building the Microsoft of Nonprofits
Key Insight 3
Narrator: From the very beginning, Wood was determined that Room to Read would not be a typical charity. He envisioned building "the Microsoft of Nonprofits," an organization that combined a passionate social mission with the ruthless efficiency, scalability, and data-driven focus of a top-tier corporation. This philosophy became the organization's defining feature.
Instead of relying on vague promises, Room to Read focused on measurable results. They tracked every dollar and its impact, allowing donors to see exactly what their money was achieving through an "Adopt-a-Project" model. They also implemented a "Challenge Grant" system. Room to Read wouldn't just build a library; they would provide the books and expertise if the local community provided the labor, land, and a long-term commitment to maintaining it. This co-investment model fostered local ownership and ensured sustainability. By hiring a strong second-in-command, Erin Keown Ganju, and building a team of passionate, results-oriented professionals, Wood applied the lessons of corporate team-building to the social sector, creating an organization built to scale and last.
The Power of a Bold Challenge
Key Insight 4
Narrator: A core tenet of Room to Read's strategy was leveraging the power of a direct and ambitious challenge, both for donors and for communities. This was never more apparent than at a fundraising event in Silicon Valley. Wood was making his pitch to a room of wealthy tech executives, explaining the need for $150,000 to fund scholarships for 100 girls in Cambodia.
In the middle of his presentation, a well-known executive named Don Listwin stood up and interrupted him. He asked how much was needed to fund all 100 girls. Then, he turned to the audience and issued a challenge: he would match every single scholarship they sponsored, dollar-for-dollar. The energy in the room exploded. People began shouting out pledges. Inspired, Listwin then challenged his former and current employees in the room to fund entire schools, promising to match them school-for-school. In a matter of minutes, the event had raised over $150,000, far exceeding its goal. This story perfectly illustrates Room to Read’s fundraising ethos: don't just ask for money, create a compelling, competitive, and high-stakes challenge that inspires people to give more than they ever thought they would.
Education as the Ultimate Equalizer
Key Insight 5
Narrator: As Room to Read grew, its mission crystallized around the belief that education is the most powerful tool for breaking the cycle of poverty, especially for girls. In many developing countries, when a family has to choose, it is the son who goes to school while the daughter stays home. Room to Read attacked this problem head-on with its Room to Grow scholarship program, providing not just tuition but also the resources and mentoring needed to keep girls in school.
The organization’s agility and commitment were put to the ultimate test after the devastating 2004 tsunami in Asia. Room to Read had no operations in Sri Lanka, one of the hardest-hit nations. While other organizations were conducting months-long needs assessments, Wood made a bold decision. He appeared on CNN and pledged that Room to Read would rebuild schools, trusting that his team and a network of supporters would figure out the details. The response was overwhelming. Volunteers emerged, like a young journalist named Suba Sivakumaran who quit her job to lead the effort on the ground. Donations poured in, including from a ten-year-old boy named Jacob Rasch who designed and sold "tsunami relief" wristbands, raising enough money to build five schools. This rapid, decisive action demonstrated that in the face of tragedy, education provides more than just knowledge; it restores hope, normalcy, and a path to a better future.
Conclusion
Narrator: The single most important takeaway from Leaving Microsoft to Change the World is that the principles that build successful businesses—accountability, scalability, data-driven results, and bold leadership—are not just applicable to the nonprofit world; they are essential for solving its most intractable problems. John Wood’s story is a powerful testament to the idea that passion, when fused with professional discipline, can create a force for change that is both compassionate and incredibly effective.
The book leaves us with a profound challenge to our conventional notions of success. It forces us to ask: What is the ultimate purpose of our skills and ambitions? John Wood’s journey suggests that the greatest return on investment may not be found in a stock portfolio, but in the life of a child who, for the first time, opens a book and discovers a world of possibility.