While machine learning models become more capable in discriminative tasks at scale, their ability to overcome biases introduced by training data has come under increasing scrutiny. Previous results suggest that there are two extremes of parameterization with very different behaviors: the population (underparameterized) setting where loss weighting is optimal and the separable overparameterized setting where loss weighting is ineffective at ensuring equal performance across classes. This work explores the regime of last layer retraining (LLR) in which the unseen limited (retraining) data is frequently inseparable and the model proportionately sized, falling between the two aforementioned extremes. We show, in theory and practice, that loss weighting is still effective in this regime, but that these weights \emph{must} take into account the relative overparameterization of the model.