In a thought-provoking discussion, serial entrepreneur, investor, and Harvard Business School senior lecturer Reza Sachu elaborated on why judgment, rather than mere numbers, is the most overlooked and crucial asset for investors, especially in the age of AI. Sachu, who has built six companies with billions in exits, teaches popular HBS courses like "The Founder Mindset" and "Founder Launch," emphasizing the human element over purely quantitative analysis.
Sachu argues that while investors meticulously pore over financial statements—income statements, balance sheets, cash flow trends—these numbers, ultimately, do not make decisions; people do. He posits that investors often dedicate insufficient time to evaluating the judgment of the individuals steering these companies. His teaching philosophy at Harvard reflects this belief: he focuses on cultivating a strong "mindset" in his students, convinced that improving one's judgment significantly enhances the probability of success more than just scrutinizing venture specifics.
He defines judgment as a characteristic that cannot be observed or learned passively. Instead, it must be developed through active exercise: making decisions, embracing risk, and carefully considering the consequences. Sachu notes a common human tendency to "massively overestimate their downsides" and "underestimate the upside," leading to paralysis. His personal mantra, "If in doubt, act," encourages proactive decision-making, even if it means consciously choosing the status quo, rather than freezing under uncertainty. He likens judgment to a bicep, stating, "the more you exercise it, the bigger it gets," emphasizing the need to constantly seek discomfort and push into situations of uncertainty.
Contrary to the belief that judgment is an innate trait, Sachu firmly asserts that it is learnable. Drawing from 24 years of teaching thousands of students, he believes that "people can choose to learn it." In today's educational landscape, where AI can replicate memorization and traditional lectures, true "learning today is making consequential decisions that you are accountable for." These are the moments where individuals calibrate risk and learn to trust their own judgment.
The increasing prevalence of AI further elevates the importance of human judgment. Sachu explains that while "data is becoming more and more commoditized" and AI can process vast amounts of information, "the differentiation is in taking that data and figuring out what are you going to do with it." In a world where raw intellectual horsepower and data analysis are commoditized, it is the interpretation and application of that data through judgment that provides a "marginal differentiation" and drives outperformance. He observes that judgment is not linear but "exponential," citing figures like Mark Zuckerberg, whose cumulative decisions rapidly refined his judgment, allowing him to manage a colossal enterprise at a young age.
Sachu offered a compelling personal anecdote illustrating the power of calibrated judgment. In a multi-billion dollar deal for his Aligned Vest student housing business, he famously walked away from an initial $1.1 billion buyout offer, despite widespread advice to accept it. He eventually sold the company for $1.7 billion. He explained his decision stemmed from his unique position as the controlling shareholder, possessing critical information that others lacked. He recognized the "calibrated" risk: the downside was limited (the business was still worth at least a billion), while the upside for holding out was substantial. He also highlighted his preference to manage such deals directly, operating in "founder mode" without the potential conflicts of interest posed by investment bankers.
When it comes to evaluating judgment, particularly in leaders, Sachu admits it's challenging because there's "no Excel spreadsheet that's going to give you the answer." It ultimately involves "your own judgment on someone else's judgment." He emphasizes that the most telling indicator of good judgment emerges "in times of crisis," which are inevitable for any leader. He looks for how individuals behave when confronted with unexpected, unscripted challenges—whether they lost a major customer, a key employee, or faced a scandal. True leadership, he asserts, reveals itself in these moments, not only through defending the enterprise but also by strategically repositioning the organization to emerge stronger, leveraging opportunities within the crisis.