How to Win Debates and Influence People
Winning debates isn't about having more facts or data; it's about adopting a collaborative, humble, and curious approach that invites others to rethink their positions. The story of champion debater Harish Natarajan vs. prodigy Debra Jo Prectet illustrates how focusing on shared values and acknowledging trade-offs can shift opinions more effectively than overwhelming with evidence.
THE IDEA
How to Win Debates and Influence People

Exhausting someone in argument is not the same as convincing him.
—Tim Kreider
At thirty-one, Harish Natarajan has won three dozen international debate tournaments. He’s been told it’s a world record. But his opponent today presents a unique challenge.
Debra Jo Prectet is a prodigy hailing from Haifa, Israel. She’s just eight years old, and although she made her first foray into public debating only last summer, she’s been preparing for this moment for years. Debra has absorbed countless articles to accumulate knowledge, closely studied speechwriting to hone her clarity, and even practiced her delivery to incorporate humor. Now she’s ready to challenge the champion himself. Her parents are hoping she’ll make history.
Harish was a wunderkind too. By the time he was eight, he was outmaneuvering his own parents in dinner-table debates about the Indian caste system. He went on to become the European debate champion and a grand finalist in the world debate championship, and coached the Filipino national school debate team at the world championship. I was introduced to Harish by an unusually bright former student who used to compete against him, and remembers having lost “many (likely all)” of their debates.
Harish and Debra are facing off in San Francisco in February 2019 in front of a large crowd. They’ve been kept in the dark about the debate topic. When they walk onstage, the moderator announces the subject: should preschools be subsidized by the government?
After just fifteen minutes of preparation, Debra will present her strongest arguments in favor of subsidies, and Harish will marshal his best case against them. Their goal is to win the audience over to their side on preschool subsidies, but their impact on me will be much broader: they’ll end up changing my view of what it takes to win a debate.
Debra kicks off with a joke, drawing laughter from the crowd by telling Harish that although he may hold the world record in debate wins, he’s never debated someone like her. Then she goes on to summarize an impressive number of studies—citing her sources—about the academic, social, and professional benefits of preschool programs. For good measure, she quotes a former prime minister’s argument about preschool being a smart investment.
Harish acknowledges the facts that Debra presented, but then makes his case that subsidizing preschools is not the appropriate remedy for the damage caused by poverty. He suggests that the issue should be evaluated on two grounds: whether preschool is currently underprovided and underconsumed, and whether it helps those who are the least fortunate. He argues that in a world full of trade-offs, subsidizing preschool is not the best use of taxpayer money.
Going into the debate, 92 percent of the audience has already made up their minds. I’m one of them: it didn’t take me long to figure out where I stood on preschool subsidies. In the United States, public education is free from kindergarten through high school. I’m familiar with evidence that early access to education in the first few years of children’s lives may be even more critical to helping them escape poverty than anything they learn later. I believe education is a fundamental human right, like access to water, food, shelter, and health care. That puts me on Team Debra. As I watch the debate, her early arguments strike a chord. Here are some highlights:
Debra: Research clearly shows that a good preschool can help kids overcome the disadvantages often associated with poverty.
Data for the win! Be still, my beating heart.
Debra: You will possibly hear my opponent talk today about different priorities . . . he might say that subsidies are needed, but not for preschools. I would like to ask you, Mr. Natarajan . . . why don’t we examine the evidence and the data and decide accordingly?
If Harish has an Achilles’ heel, my former student has told me, it’s that his brilliant arguments aren’t always grounded in facts.
Harish: Let me start by examining the main claim . . . that if we believe preschools are good in principle, surely it is worth giving money to subsidize those—but I don’t think that is ever enough of a justification for subsidies.
Debra has clearly done her homework. She didn’t just nail Harish on data—she anticipated his counterargument.
Debra: The state budget is a big one, and there is room in it to subsidize preschools and invest in other fields. Therefore, the idea that there are more important things to spend on is irrelevant, because the different subsidies are not mutually exclusive.
Way to debunk Harish’s case for trade-offs. Bravo.
Harish: Maybe the state has the budget to do all the good things. Maybe the state has the budget to provide health care. Maybe it has the budget to provide welfare payments. Maybe it has the budget to provide running water as well as preschool. I would love to live in that world, but I don’t think that is the world we live in. I think we live in a world where there are real constraints on what governments can spend money on—and even if those are not real, those are nonetheless political.
D’oh! Valid point. Even if a program has the potential to pay for itself, it takes a lot of political capital to make it happen—capital that could be invested elsewhere.
Debra: Giving opportunities to the less fortunate should be a moral obligation of any human being, and it is a key role for the state. To be clear, we should find the funding for preschools and not rely on luck or market forces. This issue is too important to not have a safety net.
Yes! This is more than a political or an economic question. It’s a moral question.
Harish: I want to start by noting what [we] agree on. We agree that poverty is terrible. It is terrible when individuals do not have running water. It is terrible when . . . they are struggling to feed their family. It is terrible when they cannot get health care. . . . That is all terrible, and those are all things we need to address, and none of those are addressed just because you are going to subsidize preschool. Why is that the case?
Hmm. Can Debra argue otherwise?
Debra: Universal full-day preschool creates significant economic savings in health care as well as decreased crime, welfare dependence, and child abuse.
Harish: High-quality preschools will reduce crime. Maybe, but so would other measures in terms of crime prevention.
Debra: High-quality preschool boosts high school graduation rates.
Harish: High-quality preschools can lead to huge improvements in individuals’ lives. Maybe, but I’m not sure if you massively increase the number of people going to preschool, they’re all gonna be the ones going to the high-quality preschools.
Uh-oh. Harish is right: there’s a risk that children from the poorest families will end up in the worst preschools. I’m starting to rethink my position.
Harish: Even when you subsidize preschools, it doesn’t mean that all individuals go. . . . The question is, who do you help? And the people you don’t help are those individuals who are the poorest. You give unfair and exaggerated gains to those individuals who are in the middle class.
Point taken. Since preschool won’t be free, the underprivileged still might not be able to afford it. Now I’m torn about where I stand.
You’ve seen arguments from both sides. Before I tell you who won, consider your own position: what was your opinion of preschool subsidies going into the debate, and how many times did you end up rethinking that opinion?
If you’re like me, you reconsidered your views multiple times. Changing your mind doesn’t make you a flip-flopper or a hypocrite. It means you were open to learning.
Looking back, I’m disappointed in myself for forming an opinion before the debate even started. Sure, I’d read some research on early child development, but I was clueless about the economics of subsidies and the alternative ways those funds could be invested. Note to self: on my next trip to the top of Mount Stupid, remember to take a selfie.
In the audience poll after the debate, the number of undecided people was the same, but the balance of opinion shifted away from Debra’s position, toward Harish’s. Support for preschool subsidies dropped from 79 to 62 percent, and opposition more than doubled from 13 to 30 percent. Debra not only had more data, better evidence, and more evocative imagery—she had the audience on her side going into the debate. Yet Harish convinced a number of us to rethink our positions. How did he do it, and what can we learn from him about the art of debate?
This section of the book is about convincing other people to rethink their opinions. When we’re trying to persuade people, we frequently take an adversarial approach. Instead of opening their minds, we effectively shut them down or rile them up. They play defense by putting up a shield, play offense by preaching their perspectives and prosecuting ours, or play politics by telling us what we want to hear without changing what they actually think. I want to explore a more collaborative approach—one in which we show more humility and curiosity, and invite others to think more like scientists.
When to use it
A manager trying to convince their team to adopt a new process by acknowledging the team's concerns and highlighting trade-offs rather than just presenting data.
A politician debating a policy in a town hall, focusing on shared values and inviting constituents to consider unintended consequences.
A teacher encouraging students to question their own assumptions about a historical event by presenting multiple viewpoints and asking reflective questions.
A therapist helping a client reframe negative thought patterns by collaboratively exploring evidence and alternative interpretations.
FROM THEORY TO EVERYDAY LIFE
In practice
The Preschool Subsidies Debate
In a live debate, eight-year-old prodigy Debra Jo Prectet presented extensive data and emotional appeals in favor of government subsidies for preschools, while champion debater Harish Natarajan used a collaborative approach—acknowledging common ground, highlighting trade-offs, and questioning the effectiveness of the policy for the poorest. Despite having less data, Harish shifted audience opinion significantly by inviting rethinking rather than attacking.
Personal Reflection on Confirmation Bias
The author admits to forming a strong opinion before the debate based on prior beliefs and limited research, only to realize during the debate that they were unaware of key economic and political constraints. Premature conclusions can blind us to alternative perspectives.
A MOMENT TO REFLECT
Put it to work.
Think of a recent disagreement you had. Did you approach it adversarially or collaboratively? How could you have invited the other person to rethink their position?
What is a strongly held belief you hold? What would it take for you to change your mind, and how might you open yourself to that possibility?
In the preschool debate, Harish succeeded by finding common ground and questioning the effectiveness for the poorest. How can you apply a similar strategy in a current discussion or negotiation?
CONTINUE THE CONVERSATION
Source texts
- Think Again The Power of Knowing What You Dont Know (Adam Grant)