" My goal is to always be a transformational leader, and to go big. And when you go big, you don’t always win. And I’m OK with that. "
- Ted Wheeler

In simple terms, the speaker emphasizes a commitment to being a transformational leader who aims high, acknowledging that such ambition often comes with risks and potential failures. The statement reflects a willingness to embrace significant challenges despite the uncertainty of success.

At its core, this quote speaks to the essence of bold leadership and the importance of setting ambitious goals even when they come with inherent risks. A transformational leader is one who seeks not only to achieve but also to inspire change and progress within their sphere of influence. By stating that going big means sometimes losing or failing, Ted Wheeler underscores a fundamental truth about taking substantial steps towards innovation and growth—such endeavors are inherently unpredictable and often carry the possibility of setbacks. However, he expresses his comfort with this uncertainty, suggesting a resilience and confidence in the value of striving for greatness regardless of immediate outcomes.

Ted Wheeler is an American politician who has served as the Mayor of Portland, Oregon, since 2019. He is known for his work in both local governance and broader policy initiatives aimed at social and economic transformation within his community. His leadership style often emphasizes progress through significant, sometimes controversial, changes designed to address complex societal issues.