Stress corrosion cracking (SCC) remains one of the most critical degradation mechanisms affecting the structural integrity of North American natural gas pipeline infrastructure. SCC-driven failures threaten the reliability of energy transportation systems and can result in severe safety, environmental, and economic consequences. Despite extensive integrity management programs, SCC continues to challenge conventional monitoring and mitigation strategies because it arises from complex interactions among materials, stresses, and service environments. This study examines SCC from a metallurgical perspective, linking materials science fundamentals with pipeline manufacturing practices and operational conditions to better understand why SCC persists as a dominant failure mechanism. This work synthesizes metallurgical insights with case-based analysis of major pipeline rupture and fire incidents reported in Canada between 2005 and 2024, particularly involving high-pressure, large-diameter transmission pipelines. Published failure investigations, metallurgical examinations, and operational records were reviewed to identify recurring contributors to SCC initiation and propagation. The analysis integrates materials-related factors—including steel grade, microstructure, banding, centerline segregation, non-metallic inclusions, welding-induced residual stresses, and coating–steel interactions—with operational variables such as pressure cycling, thermal fluctuations, cathodic protection imbalance, coating disbondment, soil chemistry, and moisture ingress. The results indicate that SCC develops through the synergistic interaction of tensile stresses, SCC-susceptible microstructures, and aggressive service environments. Metallurgical evidence shows that crack initiation commonly occurs at microstructural heterogeneities and inclusion sites, while operational stresses and environmental exposure accelerate crack coalescence and unstable propagation. Case comparisons further demonstrate that manufacturing quality, coating performance, and cathodic protection management significantly influence crack growth behavior and remaining pipeline life. Overall, SCC should be understood as a system-level degradation mechanism governed by coupled metallurgical, manufacturing, and operational factors rather than a standalone corrosion phenomenon. These findings emphasize the need for microstructure-informed materials selection, improved manufacturing quality control, and predictive integrity management strategies to enhance pipeline reliability and infrastructure resilience.