The Northern Hemisphere (NH) polar winter stratosphere of 2019/2020 featured an exceptionally strong and cold stratospheric polar vortex. Wave activity from the troposphere during December-February was unusually low, which allowed the polar vortex to remain relatively undisturbed. Several transient wave pulses nonetheless served to help create a reflective configuration of the stratospheric circulation by disturbing the vortex in the upper stratosphere. Subsequently, multiple downward wave coupling events took place, which aided in dynamically cooling and strengthening the polar vortex. The persistent strength of the stratospheric polar vortex was accompanied by an unprecedentedly positive phase of the Arctic Oscillation in the troposphere during January-March, which was consistent with large portions of observed surface temperature and precipitation anomalies during the season. Similarly, conditions within the strong polar vortex were ripe for allowing substantial ozone loss: The undisturbed vortex was a strong transport barrier, and temperatures were low enough to form polar stratospheric clouds for over four months into late March. Total column ozone amounts in the NH polar cap decreased, and were the lowest ever observed in the February-April period. The unique confluence of conditions and multiple broken records makes the 2019/2020 winter and early spring a particularly extreme example of two-way coupling between the troposphere and stratosphere.