Elaine Chao on Leadership in Uncertain Times: Lessons from the Trump Era

In a world where businesses and leaders crave stability, Elaine Chao, the former U.S. Secretary of Transportation under the Trump administration, delivered a candid message during an event on March 21, 2025: “What you all want is certainty, and you’re not going to get it.” This striking statement encapsulates the unpredictable nature of the Trump presidency and its ripple effects on policy-making, business, and leadership.

Chao, a seasoned public servant and the first Asian-American woman to hold a Cabinet position, has long been a figure of resilience and adaptability. Her remarks, referenced in an article by Diane Brady for Fortune’s CEO Daily newsletter, shed light on the challenges faced by stakeholders during a time of political turbulence. The event, which likely drew business leaders and policymakers, served as a platform to discuss the realities of navigating an administration marked by unpredictability.

The article also highlights Chao’s testimony before the Senate Commerce Committee on June 7, 2017, in Washington, D.C. A powerful image from that day shows her addressing the committee, poised and composed. This moment underscores her role as a key figure in the Trump administration, tasked with steering transportation policies amid shifting political winds.

Chao’s statement about the lack of certainty resonates deeply with business leaders who often rely on stable policies to make long-term decisions. Her words reflect a broader theme of the Trump era: a landscape where traditional norms of governance were frequently upended, leaving many to adapt on the fly. This unpredictability, while challenging, also forced leaders to become more agile and innovative in their approaches.

The Fortune article, part of its CEO Daily newsletter, is a reminder of the importance of leadership in uncertain times. Chao’s insights are particularly relevant for executives and entrepreneurs who must navigate volatile political and economic environments. Her message isn’t just about the challenges of the Trump administration but also about the resilience required to thrive in any era of uncertainty.

Diane Brady, the author of the article, brings a nuanced perspective to the discussion, emphasizing the human impact of political unpredictability. By focusing on Chao’s experiences and the broader implications for business leaders, Brady’s piece serves as both a reflection on the past and a guide for the future.

In a world where certainty is often elusive, Elaine Chao’s words remind us that leadership isn’t about predicting the future but about adapting to it. Her story is a testament to the power of resilience, offering valuable lessons for anyone navigating the complexities of today’s ever-changing landscape.

As we look back on the Trump administration and its legacy, Chao’s insights remain a timely reminder of the importance of adaptability, courage, and vision in leadership. Whether in politics or business, her message is clear: uncertainty is inevitable, but how we respond to it defines our success.

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I'm Anna Kovalenko, a business journalist with a passion for writing about the latest trends and innovations in the corporate world. From tech startups to multinational corporations, I love nothing more than exploring the latest developments and sharing my insights with readers.