Since few past studies focused on assessing and analyzing the vulnerability and resilience of the pickup and delivery operations, this study aims to devises risk management strategy for the pickup and delivery operations by a comprehensive assessment and process assessment of the vulnerability and resilience of the operations. This study starts with the generation of vulnerability factors and resilience strategies through literature review. Secondly, interview survey was conducted to the Taiwan’s highway logistics providers with the pickup and delivery operations. The results of the study have shown that the top five critical vulnerability factors are low operation efficiency, loss of control, low organizational performance, unhealthy compensation system, and recession of core competitiveness. In the assessment of resilience strategies, agile strategy is the most suitable resilience strategy. Finally, the study discusses and elaborates corresponding risk management strategies based on the results.