Although the cultural community is eager to innovate, the biggest obstacle to breaking into the digital arena is not just funding—for many, it is not knowing where to even begin. In April 2015 the Greater Philadelphia Cultural Alliance (Alliance) announced their TechniCulture initiative. Through TechniCulture, the Alliance seeks to: deepen relationships between the cultural and tech communities; encourage and inspire cultural organizations to think more innovatively and entrepreneurially; and celebrate the region’s bourgeoning tech resources. To further this effort, the Alliance created the TechniCulture Innovation Residency Awards (Awards). The recipients of the Awards–which were available to organizations with budgets of under $1 million–were Christ Church, Philadelphia Young Playwrights and Tiny Dynamite. Foundation funding will (i) enable the Awardees to move their projects from feasibility to planning for implementation and (ii) support the Alliance’s learning and dissemination process related to bridging arts and technology.