Transportation is a highly affected sector during the COVID-19 pandemic, and trucking comprises most of Indonesia's transportation market share. Hence, more research in this transportation sector is critical for enhancing Indonesian supply chain performance. This research highlight the comparative analysis across different segment of trucking companies on the resilience factors highlighted during the COVID-19 outbreak. The questionnaires were distributed to some Indonesian trucking associations with 33 private fleets, 101 trucking carriers, and 56 third-party logistics and courier participants. Partial Least Square Structural Equation modeling was used for the statistical analysis. This research reveals that financial resources management significantly enhances company resilience and performance of the private fleets, while third parties and couriers mainly rely on business continuity management and finances. Truck carrier highlights a broader range of resilience factors involving financial resource management, resilient leadership, Risk, and business continuity management to enhance company resilience, emphasizing innovative digitalization technology and finances in correlation to company performance. This study provides managerial insight into different trucking segments and opens the possibility of extending the business and diversifying the investment.