One challenge for middle-mile route planning is that the set of loads changes significantly between daily planning and execution. Systems and methods are provided for optimizing a transportation plan for a transportation network based on these load changes. The disclosed system re-optimizes a solution by starting from a previously existing plan and previously generated columns (e.g., candidate routes). The disclosed techniques significantly improve the compute time of the system to generate transportation plans that are optimized accordingly to an optimization parameter. The system takes into account the current execution status associated with a given entry of the plan to determine whether the entry should be re-optimized. Entries corresponding to tours that have already commenced, may be at least partially ignored for re-optimization consideration. The disclosed techniques enable state-aware, adaptive re-optimization for even tours that are in-progress or have been tendered.