This brief case is about an IT project – the upgrading of a vendor-supported application – with a first-time project manager struggling to lead the project. Shireen Wilson, the project manager, had been given this opportunity to see whether this was a career path she wanted to pursue. The case explains events during a four- to five-month period from the perspective of two people: the PM and her line manager, Michael Sedgeway. The upgrade was eventually done, but only after several problems and delays. At the end of the case, the PM concludes, “I need to improve my technical knowledge. I assumed that as long as I was good at organizing things, I could leave the technical stuff to the techies.”