Urban regeneration frequently encounters a critical trade-off: whether to accelerate planning and implementation of design solutions or safeguard participation. To address this challenge, the paper introduces the concept of the governance “grey zone”—an informal yet institutional interface that flexibly reconfigures the relationship between planning and design to transcend the impasse. This perspective is grounded in an analysis of the recent urban regeneration of Hsinchu City, where a weekly, mayor-led coordination forum with external consultants functioned as an informal yet institutional organizational hub. This forum broke down departmental silos, unified multiple design teams under shared principles, and expedited implementation of numerous projects—all while maintaining public scrutiny and inclusivity. The study draws on interviews with high-profile administrators, planners, and designers involved in Hsinchu’s regeneration, as well as official documents. Elaborating on this, the paper finally advances a set of implications regarding urban regeneration scholarship with attention to aspects of urban design governance.