The investigation that follows presents the results of a series of workshops with professional musicians and music producers. The work here elicits requirements for musicians in terms of software systems. The scope here explores how to design systems to support creativity and collaboration while maintaining a usable system – one which is effective, efficient and satisfies the user. The format models that of similar workshops, where a three-pronged approach is taken to focus on three different types of creativity: exploratory, combinatorial and transformational approaches. Participants describe a story that defines different user roles and expectations. Focus groups help to refine and combine the existing experiences and begin identify ways in which systems can be made more usable, and support more creative ways of working. We consider the broader consideration of usability, including defining and describing different user types and how their views of usability may differ or even be at odds. Our findings show that while existing systems are very good at supporting traditional usability metrics they may not consider the broader implications of a considered and holistic user experience.