We demonstrate high spectral efficiency transmission over 549 km of field-deployed single-mode fiber using probabilistic-shaped 144QAM. We achieved 41.5 Tb/s over the C-band at a spectral efficiency of 9.02 b/s/Hz using 32-Gbaud channels at a channel spacing of 33.33 GHz, and 38.1 Tb/s at a spectral efficiency of 8.28 b/s/Hz using 48-Gbaud channels at a channel spacing of 50 GHz. To the best of our knowledge, these are the highest total capacities and spectral efficiencies reported in a metro field environment using C-band only. In high spectral efficiency transmission, it is necessary to optimize back-to-back performance in order to maximize the link loss margin. Our results are enabled by the joint optimization of constellation shaping and coding overhead to minimize the gap to Shannon’s capacity, transmitter- and receiver-side digital backpropagation, signal clipping optimization, and I/Q imbalance compensation.