Selling His Business for a 10X Return: A Career-Defining Moment
Jaswant Singh, a visionary entrepreneur and angel investor, has cemented his place as a prominent figure in the business world. His career reached a pivotal turning point when he sold his business, earning an impressive 10X return on his initial investment. Reflecting on this moment, Jaswant calls it a “defining milestone” that confirmed his passion and expertise in business strategy and finance.
“I’ve always been drawn to strategic planning and financial analysis. Selling my business not only validated my skills but also gave me the confidence to pursue what I knew was the right career path for me,” Jaswant shares.
This achievement not only boosted his financial portfolio but also set the stage for his next venture: empowering budding entrepreneurs through his mentorship and investment expertise.
Mentoring 25+ Startups and Writing Bestselling Books
Over the years, Jaswant has worn many hats—mentor, author, and angel investor. With a track record of mentoring more than 25 startups and investing in dozens of idea-stage ventures, his impact on the entrepreneurial ecosystem is remarkable.
Jaswant’s knowledge and insights have been distilled into two bestselling books: The Startup Playbook and Fck Zero Be Hero. Both books have become essential reads for entrepreneurs looking to navigate the challenging early stages of their journey.
“These books are my way of giving back. I’ve poured my experiences, lessons, and the hard truths of entrepreneurship into them, hoping they can guide the next generation of business leaders,” Jaswant says.
The Birth of “Capital Wings”: Empowering Middle Eastern Entrepreneurs
Jaswant’s commitment to fostering innovation led him to establish “Capital Wings,” a Bahrain-based incubator dedicated to supporting startups in the Middle East. This platform provides entrepreneurs with the tools, resources, and mentorship needed to transform their ideas into successful ventures.
“Capital Wings is more than an incubator—it’s a community,” Jaswant explains. “We aim to create a culture of learning, innovation, and collaboration, where startups can thrive and grow into sustainable businesses.”


Through “Capital Wings,” Jaswant has empowered numerous entrepreneurs, creating a ripple effect of positive change in the region’s startup ecosystem.
Inspired by Sridhar Vembu: Lessons from a Visionary
Jaswant credits much of his approach and values to the influence of Sridhar Vembu, the founder of Zoho. Vembu’s journey and principles have been a source of inspiration for Jaswant, shaping his perspectives on entrepreneurship and investing.
“Mr. Vembu’s focus on creating meaningful impact while staying grounded resonates deeply with me. His vision has taught me that success is not just about financial returns but also about creating value for society,” Jaswant shares.
Angel Investing: A Journey of Patience and Perseverance
For Jaswant, angel investing has been a rollercoaster of highs and lows. He firmly believes that success in this field requires patience, resilience, and a focus on long-term goals.
“The most important lesson I’ve learned is the value of patience and perseverance,” he reflects. “Investing in startups isn’t about instant gratification. It’s a long-term journey filled with failures, pivots, and gradual growth.”
Jaswant emphasizes that staying grounded in one’s values and building strong relationships with founders are the cornerstones of successful angel investing. By offering ongoing support, he has nurtured startups through their challenges, helping them achieve their visions.
Building Relationships and Managing Risk
Jaswant’s approach to investing is rooted in collaboration and trust. He prioritizes building strong relationships with the entrepreneurs he supports, recognizing that businesses thrive when investors and founders work together effectively.
“Successful investors focus on relationships. It’s about creating trust and rapport, which leads to better outcomes for everyone involved,” he notes.
He also stresses the importance of diversification and risk management. “Not every investment will be a win, and that’s okay. A diversified portfolio helps balance the risks and rewards.”
Redefining Success: Peace, Balance, and Purpose
For Jaswant, success goes beyond financial milestones. He aspires to teach others the value of a relaxed, purposeful life.
“Success isn’t about accumulating wealth—it’s about finding peace and balance,” Jaswant says. “I want to guide people in embracing mindfulness, well-being, and generosity. By giving back to society, we can all lead more meaningful lives while making a positive impact on the world around us.”
This philosophy has shaped not only his personal life but also his professional approach, inspiring countless individuals to pursue a holistic definition of success.
No Setbacks, Just Lessons
Unlike many entrepreneurs who face significant setbacks, Jaswant considers himself fortunate to have avoided major obstacles in his career. However, he remains humble and acknowledges that challenges are an inevitable part of the entrepreneurial journey.
“Every experience, whether good or bad, is an opportunity to learn and grow,” he says. “The key is to stay optimistic, keep learning, and never lose sight of your values.”
A Legacy of Empowerment
Jaswant’s journey is a testament to the power of perseverance, vision, and a commitment to making a difference. From mentoring startups and writing bestselling books to establishing an incubator that empowers entrepreneurs, his contributions have left an indelible mark on the business world.
As he continues to inspire and uplift others, Jaswant remains focused on his ultimate goal: to create a legacy of empowerment, balance, and positive impact.
“You don’t have to be a millionaire to live a meaningful life. It’s about finding your purpose, giving back, and helping others realize their potential. That, to me, is true success,” he concludes.
For more about Jaswant Singh’s journey and insights, connect with him on LinkedIn.
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