This article explores the participatory media practices used by the Center for Urban Pedagogy, a non‐profit community‐based media organisation in New York City. Taking as her point of departure a digital media investigation into bodegas in the south Bronx (neighbourhood grocery stores), the author explores how CUP uses the power of art and design to cultivate civic engagement among youth, in part by strengthening participants’ public speaking, digital media and research skills. In interviews with participants, the author finds that this work mitigates participants’ expressed fears of being dismissed as boring when speaking with public officials, a fear taken seriously through a reading of the work of child psychoanalyst D. W. Winnicott. Winnicott worried that the person who felt boring too often retreated from participating in civic life. If, argues the author, youth are to claim what Appadurai describes as the fundamental ‘human right to research’ in the public realm, then the civic as well as the psychological dimensions that enable participants to engage in transformative action must be strengthened.