limited superconducting amplifiers and an optimized setup to reduce signal loss between cavities, we can efficiently track measurement-induced entanglement generation as a continuous process for single realizations of the experiment. The quantum trajectories of transmon qubits naturally split into low and high entanglement classes corresponding to half-parity collapse. The distribution of concurrence is found at any given time and we explore the dynamics of entanglement creation in the state space. The distribution exhibits a sharp cut-off in the high concurrence limit, defining a maximal concurrence boundary. The most likely paths of the qubits‘ trajectories are also investigated, resulting in three probable paths, gradually projecting the system to two even subspaces and an odd subspace. We also investigate the most likely time for the individual trajectories to reach their most entangled state, and find that there are two solutions for the local maximum, corresponding to the low and high entanglement routes. The theoretical predictions show excellent agreement with the experimental entangled qubit trajectory data.