This paper provides the first empirical test of the Executing Resilience Sequence, a theoretical framework that explains how entrepreneurial disposition to excel evolves into Managerial Acumen within institutional voids. While prior research has examined isolated mechanisms such as bricolage and effectuation, limited attention has been given to the full sequential process through which sustained managerial capacity for performance elevation unfolds under persistent constraint. Addressing this gap, the paper employs a qualitative single case design using deductive pattern matching to examine the entrepreneurial journey of Sijibomi Ogundele, founder of Sujimoto Construction Limited, one of Nigeria's leading luxury real estate development companies. Drawing on multiple biographical sources, the analysis operationalizes nine constructs: Survival Focused, Efficiency and Effectiveness, Recognition Driven, Creativity and Innovation, Prestige Oriented, Change and Leadership, Perpetuity Minded, Prudence and Strategy, and Managerial Acumen, into observable textual indicators. Findings reveal strong empirical support for all nine propositions, with constructs appearing in the exact predicted sequential order. The results demonstrate that sustained managerial excellence is not a singular capacity but a cumulative, dialectical progression of cognitive, operational, and governance stages. The study contributes to entrepreneurship theory by validating a process-based model of performance elevation and governance formation, advancing deductive pattern matching in narrative research, and offering practical insights for entrepreneurs, policymakers, and educators operating in resource-constrained environments.