This research represents a synthesis of growing security vulnerabilities and operational failure risks in U. S. automated logistics and distribution systems, to demonstrate their potential impacts on the national supply chain. Drawing from peer-reviewed studies, government reports, and analysis from the transportation industry, this research explores security vulnerabilities like ransomware attacks against transportation management systems, as well as insider exploitation, which together accounted for more than $15 billion in annual losses in 2024 alone. Operational failures such as malfunction of equipment, driver understaffing to manage automated logistics systems, and bottlenecks due to weather compound these risks. This research analysis discovers interconnected threat vectors, including IoT-enabled trucking and warehouse automation which increases the cyber-attack surfaces. Also, regulatory gaps in electronic logging device (ELD) compliance and supply chain visibility are identified, which increases resilience deficiencies. Key discoveries highlight undervalued failure modes such as AI driven predictive analytics blind spots in multimodal freight networks. Hence, this research proposes that integrated countermeasures, enhanced cybersecurity frameworks such as Nist 800-53 adaptations, real-time risk dashboards and public-private resilience pacts provide the most effective way forward. By giving priority to these, stakeholders can eliminate the disruptions and safeguard national economic stability and operational continuity in today's era of hybrid threats within logistics and distribution.