The Paradox of Leadership

When I was in 5th-6th grade, my mother once said to me, “You do Netagiri in school.” She meant, in a slightly insulting way, that I tried to be the leader of the pack and win influence. Neta, in my mother tongue, Hindi, means leader.  I used to do stupid things to win the admiration of my classmates. In 6th grade, I imitated our math teacher onstage during a school function. My classmates admired my guts and thought I was funny. Not surprisingly, my teacher was offended.

Getting Over Confidence: Why Self-Assuredness is Highly Overrated


I well remember while going public, when my executives and I were supposed to pitch in front of our investors.   Our Investment bankers helped us prepare the slides. We divided the presentation amongst us. In the initial practice we were all gagging with nervousness.  We could not believe what was happening to us.  We were proficient in making polished presentations to our major customers, but here, we needed to pitch the company and ourselves, and not our products.  We had no practice and did not know how the investors think.  That nervous tension was reflected in our humility, and our bankers and investors liked us. I would not say we had a polished IPO road tour. We were never sure we were doing it right. We were not confident. But we had a successful IPO. 

The Thrills of Competing

Competition isn’t just about winning or losing. It’s about the lessons learned along the way. It teaches us to analyze mistakes, adapt strategies, and develop resilience.

Being competitive is not something we often celebrate. It’s innate in us to different degrees. And we compete in all spheres of life.  Siblings compete for their parents’ attention, students compete for the highest grades, and executives compete to get money and power. Achieving exceptional levels is not possible without competing.

Understanding America and India, 50 Years Apart

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Cultures run deep… Living in the United […]

India and Prime Minister Modi

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. With a cultural backdrop … I was […]

Ideas Worth Defending

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Progress is about better decisions — need […]

Power of Higher Education

VINITA GUPTA- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Getting Away from One Size fits All… […]

Systemic Decision Making

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. “I’ve had choices, Since the day that […]

The Roulette Wheel of Real Money

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Reading the tea leaves of how the […]

Democracy Can Weather the Storm

Vinita Gupta- Having faith in America…Are we truly witnessing the needle of U.S. politics moving towards the center?   The tone of the January 6 House Select Committees hearings is far calmer.  That is a much-needed change from the last few years of politics of hyper amplification with overreaching claims.  It is also an acknowledgment of the American […]

My Upbringing in Indian Culture

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Which shapes who we become… My son-in-law, […]

Our Eureka Moments

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Outperforming is a pursuit…Difficult, but can be […]

Acknowledging Russia

Vinita Gupta- Vinita Gupta is a Silicon Valley Entrepreneur and was the first Indian-American woman to take her company public. Since retiring, she has propelled herself through her journalism, mentoring women entrepreneurs and playing competitive bridge at the highest levels. She has won several National titles in bridge. Our turn to make a move … […]