As technological disruption intensifies across sectors, traditional approaches to policymaking and regulation increasingly struggle to keep pace. In the postal sector, long governed by stable and formalistic regimes, digitalization, market fragmentation, and evolving user demands are exerting pressure on both service provision and regulatory responsiveness. This chapter explores the potential of hackathons—intensive, time-bound events that gather diverse stakeholders to collaboratively work on predefined challenges—as tools of experimental governance and policy innovation. Drawing on insights from anticipatory governance theory, which emphasizes regulatory foresight, experimentation, and learning, and the concept of projectification, the chapter discusses how hackathons can accelerate regulatory responsiveness, foster policy learning, and embed iterative change in traditionally slow-moving institutional environments. While hackathons are not a substitute for formal regulation, they can serve as inputs into anticipatory regulation and contribute to the broader shift toward more agile, inclusive, and evidence-informed governance and policymaking.