The sensitivity of ground-based gravitational wave (GW) detectors will be improved in the future via the injection of frequency-dependent squeezed vacuum. The achievable improvement is ultimately limited by losses of the interferometer electromagnetic field that carries the GW signal. The analysis and reduction of optical loss in the GW signal chain will be critical for optimal squeezed light-enhanced interferometry. In this work we analyze a strategy for reducing output-side losses due to spatial mode mismatch between optical cavities with the use of adaptive optics. Our goal is not to design a detector from the top down, but rather to minimize losses within the current design. Accordingly, we consider actuation on optics already present and one transmissive optic to be added between the signal recycling mirror and the output mode cleaner. The results of our calculation show that adaptive mode-matching with the current Advanced LIGO design is a suitable strategy for loss reduction that provides less than 2% mean output mode-matching loss. The range of actuation required is +47 uD on SR3, +140 mD on OM1 and OM2, +50 mD on the SRM substrate, and -50 mD on the added new transmissive optic. These requirements are within the demonstrated ranges of real actuators in similar or identical configurations to the proposed implementation. We also present a novel technique that graphically illustrates the matching of interferometer modes and allows for a quantitative comparison of different combinations of actuators.