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We present a case study that highlights the importance of ambitious institutional leadership over cautious, generally accepted approaches to initiating a development campaign. Specifically, we examine the case of Chancellor Renu Khator at University of Houston. Khator’s tenure leading the university began with serious financial challenges stemming from the 2008 Great Recession, but one of her defining achievements was successfully completing the “Here, We Go” $1 billion campaign and its “Beyond the Billion” extension. Through qualitative interviews and analysis of primary and secondary documents, we show how Khator’s transformational leadership style inspired and sustained its development efforts.