This paper presents the transient power optimization of an organic Rankine cycle waste heat recovery (ORC-WHR) system operating on a heavy-duty diesel (HDD). The optimization process is carried on an experimentally validated, physics-based, high fidelity ORC-WHR model, which consists of parallel tail pipe and EGR evaporators, a high pressure working fluid pump, a turbine expander, etc. Three different ORC-WHR mixed vapor temperature (MVT) operational strategies are evaluated to optimize the ORC system net power: (i) constant MVT; (ii) constant superheat temperature; (iii) fuzzy logic superheat temperature based on waste power level. Transient engine conditions are considered in the optimization. Optimization results reveal that adaptation of the vapor temperature setpoint based on evaporation pressure strategy (ii) provides 1.1% mean net power (MNP) improvement relative to a fixed setpoint strategy (i). The highest net power is produced by setpoint strategy (iii), which exhibited a 2.1% improvement compared strategy (i), revealing importance of utilizing engine conditions during reference trajectory generation. These results serve as the benchmark for the ORC system net power optimal control.