Islam is a major world religion. It also a major religion in Indonesia. One reason for this condition is every Muslim are taught to spread the goodness by calling others to do the good deeds and prohibit other to do the bad deeds. This endeavor is called da’wah. The rapid spread of Islam needs driving figures and they come from several Islamic communities or organizations, whether it is rooted in Indonesian Muslim intellectual culture or it is rooted from other Muslim intellectual culture (named transnational thoughts). The oldest Indonesian Muslim organization and also community are Muhammadiyah and Nahdatul Ulama. Meanwhile, Islamic organizations that seen are rooted from transnational thoughts are Hizbut Tahrir Indonesia (HTI), Ikhwanul Muslimin, Jamaah Tabligh, Salafi Sururi, Salafi Dakwah, etc. The aim of the study is to discover the da’wah strategy of Yayasan Pangeran Diponegoro (Foundation of Pangeran Diponegoro) and also supporting and obstacle factors of the foundation’s da’wah activities. This study uses the qualitative approach and the subject are activists or board member of Yayasan Pangeran Diponegoro. Data collection techniques in this study are observation, interview, and documentary. The data collected is analyzed by descriptive analytics technique. The results of the study are (1) da’wah strategy developed by Yayasan Pangeran Diponegoro classified into da’wah bil lisan, da’wah bil qalam, and da’wah bil hal. Meanwhile, da’wah bil lisan and da’wah bil hal are more dominant than other in da’wah activities of Yayasan Pangeran Diponegoro. It can be seen from the intensity of time consumed by that two strategies compared to da’wah bil qalam; (2) supporting factors of the da’wah activities are high motivation, loyalty of the board members, and funding from the donors; (3) Obstacles of da’wah activities are the unfamiliarity of teachings taught in da’wah activities of foundation and the lack of human resource.