To reach first-generation Extension families and combat barriers faced by Native American youths, North Dakota State University Extension has been involved in the national mentoring program 4-H Youth and Families with Promise (YFP). In the program's fourth year, we conducted ripple effect mapping to explore changes in the schools and communities where YFP was being implemented. Our findings indicate that as a result of relationships with mentors, youths gained positive life skills and critical workforce expertise that will assist them in attaining their education goals and securing career opportunities. Implications for Extension programming include the recommendation to conduct programs featuring opportunities for youth entrepreneurship and community involvement that reflect a community's culture.