This paper examines the governance challenges of intersectoral critical infrastructure interdependencies. Between 2015 and 2017, the US Department of Homeland Security (DHS) supported a team of researchers at Northeastern University and The Ohio State University to evaluate critical infrastructure interdependencies between the energy and transportation sectors in the context of a potential hurricane event in the Boston metro region. The paper reports on 2 years of semi-structured interviews with key stakeholders and infrastructure operators. The results provide insights gained from the interviews and a workshop convened jointly by Northeastern University, the Boston Mayor’s Office of Emergency Management, and the Massachusetts Emergency Management Agency. Research relating to the resilience of interdependent critical infrastructure has proliferated in recent years. Nearly all of this research involves analysis of secondary data or abstracted operational models, rather than in-depth interviews of on-the-ground infrastructure owners and operators. This paper identifies a number of important constraints that undermine critical infrastructure resilience. At its core, infrastructure resilience is less a question of managerial desire or skill, or technical resources or design, but is a larger institutional challenge. The institutional environment in which energy and transportation infrastructure operates ultimately informs and defines resilience efforts.