This practice brief introduces work-based learning, a central and novel aspect of how workers in the Jobs to Careers initiative are trained and advanced, and it illustrates an approach to implementing this core concept at the initiative’s sites in Arizona and Oregon.A partnership headed by Northern Arizona University in Flagstaff designed a four-step, work-based learning process for public health technicians on the Navajo reservation. The partnership headed by Asante Health System then adapted and refined that process for the setting of an urban hospital, showing how the method can be successfully applied in a completely different environment. The experiences of the two partnerships illustrate how practitioners—at Jobs to Careers sites and in the health care sector in general—might apply this concept to frontline health work.