Culturally Responsive Youth Work: The Journey Matters is based on the theory that when knowledge and skills are found within the lived experiences and cultural contexts of youth, they are more meaningful and more engaging and are learned more easily. The program was evaluated using a retrospective pre-then-post-test evaluation and showed significant increases in participants’ awareness, knowledge, and skills. Interviews conducted 9 months after the training revealed that most had used the training material but cited the need for more ongoing support, tools, and resources. Recommendations are offered for building culturally responsive youth professionals.