This book examines the creative and flexible approaches independent jazz labels use to navigate today's challenging music industry landscape. By combining desk research with in-depth interviews with label owners and digital distributors, this study sheds light on how these micro-enterprises confront limited resources, the impact of streaming services, and an increasingly digital marketplace. It explores key strategies in financial management, distribution, and marketing, revealing how adaptability and creative problem-solving are essential to building a sustainable business. The findings emphasize the role of community building and digital marketing in reaching audiences, as well as the strategic use of digital tools for distribution. Through this detailed analysis, the study offers a practical understanding of the day-to-day realities and long-term goals of independent jazz labels, along with valuable insights for small music enterprises striving to stay relevant. The book is valuable for both an academic audience and practitioners in the field of music production.