Research among 56 creative industries’ artists was conducted to serve as a foundation in creating and implementing plans for Baguio Creative City. This study evaluated artists’ creative and business dimensions to determine the experiences and challenges they encounter. Generally, artists participate in the creative economy where the art market thrives. Artists, who do not consider themselves good businessmen, encountered typical enterprises’ challenges: finding customers, marketing products, managing finances, and operations. Their most pressing concerns were limited government support and lack of creative spaces. There is a need to develop the creative and entrepreneurial skills among artists and the city’s infrastructure. It is recommended that the local government establish creative spaces to showcase artists’ works and performances while serving as a marketplace. Formal registration of artists is advised to professionalize their roles and achieve better representation in public policy together with private interest groups, universities, and the government.