In an era of escalating cyber threats, regulatory pressures, and operational complexities, high-risk, compliance-driven organizations must adopt robust mechanisms to measure and enhance their digital resilience. This review explores the development and application of digital resilience benchmarking models to assess operational stability in sectors such as finance, healthcare, energy, and critical infrastructure. By synthesizing academic literature, industry frameworks, and regulatory guidelines, the study identifies key attributes of effective benchmarking models, including adaptability, scalability, regulatory alignment, and risk-aware metrics. The paper evaluates quantitative and qualitative approaches to resilience assessment, such as maturity models, stress-testing frameworks, and digital twin simulations. It also highlights the role of advanced technologies—artificial intelligence, cybersecurity analytics, and blockchain—in fortifying resilience measurement. The review underscores the importance of standardized benchmarking practices to guide strategic investments, ensure business continuity, and meet evolving compliance mandates. Recommendations are provided to bridge current gaps and foster the development of dynamic, interoperable benchmarking ecosystems that support proactive risk management and operational agility.