One-to-one business coaching over 6 months was provided to nine clients in Hawaii to help them acquire business transition skills. The STARS model was used to determine the individual business situation and to explore suitable leadership strategies to move forward. Systematically, each client developed a business model, business strategies, a marketing plan, and financial and production plans. Follow-up evaluations 6 months after coaching showed positive effects on the clients. Clients became more aware of their business situations and were able to apply appropriate strategies to increase their chances of success.