In this study, I utilize emerging perspectives in value creation and appropriation to examine how a corporation’s ability to cultivate ex ante relational capital with more powerful versus less powerful stakeholders impacts the relative attractiveness of the two most common strategic responses to corporate distress – Chapter 11 bankruptcy and private renegotiations (workouts). By drawing upon prior conceptualizations of workouts as the less expensive and more efficient alternative to Chapter 11, I find through propensity score matching and regression analysis on a matched sample of 243 bankruptcies and workouts that greater ex ante relational capital with more powerful stakeholders is associated with a greater likelihood of reorganizing through workouts compared to Chapter 11, while possessing greater relational capital with less powerful stakeholders is associated with a greater likelihood of reorganizing through Chapter 11 compared to workouts. However, investors, whose support is critical to private workout success, don’t differentiate between the value of relational capital cultivated with more and less powerful stakeholders unless information asymmetry is high.