AbstractNondeterministic measurement‐based techniques are efficient in reshaping the population distribution of a quantum system but suffer from a limited success probability of holding the system in the target state. To save the experimental cost, a two‐step protocol is proposed to cool a resonator down to the ground state with a near‐unit probability by exploiting the state‐engineering mechanisms of both conditional and unconditional measurements on an ancillary qubit. In the first step, the unconditional measurements on the ancillary qubit are applied to reshape the target resonator from a thermal state to a reserved Fock state. The measurement sequence can be efficiently optimized by reinforcement learning for maximum fidelity. In the second step, the population on the reserved state can be faithfully transferred in a stepwise way to the resonator's ground state with a near‐unit fidelity by the conditional measurements on the qubit. Properly designing the projection operator and the measurement interval enables the Kraus operator to act as a lowering operator for neighboring Fock states. Through dozens of measurements in all, the initial thermal average population of the resonator can be reduced by five orders in magnitude with a success probability of over 95%.