This reflective case study traces the journey of an early adopter over almost a decade of online teaching and learning. The author uses specific examples to discuss issues of technology, pedagogy, content, expectations, and outcomes. The evolution of a Web-based course is used as a touchstone for innovations, including video and audio clips, case studies, problem-based learning, case competitions, threaded discussion groups, CU-SeeMe videoconferencing, streamed video, rubrics, Web-based final projects, and online tutorials and resources. The author concludes with her assessment and vision for online teaching and learning in the future.