The increasing number of English learners in local communities in the U.S. include both children and their family members. There is an urgent need to provide educational support for both generations of English learners. In this report from the field, a partnership program using a two-generation approach is described. Based on interviews, observations, and teacher reflections, program challenges are reported, and community assets and resources which can be leveraged through such programs are explored using the community cultural wealth framework (Yosso, 2005). Findings of this study offer insights for educators interested in starting similar programs to support English learners and their families through community-based partnerships.