The purpose of this study is to address undertheorized notions of equity within technology leadership research and to offer alternative possibilities for equitable technology leadership practice. Drawing on advocacy and equity-oriented leadership studies, I investigate the leadership practices of one technology-based and people of color-led organization in Oakland, California ('InnovateEquity'). Data includes 9 months of participant-observation and 12 interviews with staff and leadership. I found that bridging an 'engagement gap', historic disparities in who is included in vision-setting and decision-making processes, represented a key dimension of InnovateEquity's efforts to foster equitable educational and community changes. Participatory vision-setting processes allowed for a more contested view of 'technology' to emerge -- one where digital tools offered novel possibilities for youth civic engagement, but also represented looming threats of displacement and gentrification. I discuss these findings and encourage scholars of technology leadership to bridge historic divides in decision-making processes and better situate the possibilities (and contradictions) of digital technologies within the everyday cultural and material realities of urban communities.