Kenneth J. Klingenstein, Chief Technologist at the University of Colorado, Boulder, and Project Director of the Internet2 Middleware Initiative, is the recipient of the 2003 EDUCAUSE Award for Leadership in Information Technologies. Klingenstein has been involved in computing technology for almost three decades. One of a handful of leaders who have put and kept academia at the forefront of Internet development, he is widely respected for his breadth and depth of knowledge, his uniquely accurate visionary abilities, and his skill in identifying and communicating the salient problems and issues embedded in complex, often chaotic advanced network environments. Mark A. Luker, Vice-President of EDUCAUSE, recently talked with Ken about the early days of his career, some of his past and current activities, and his thoughts on the higher education IT issues of today and tomorrow. The interview is presented in this document.