Pairwise comparison labeling is emerging as it yields higher inter-rater reliability than conventional classification labeling, but exhaustive comparisons require quadratic cost. We propose Dodgersort, which leverages CLIP-based hierarchical pre-ordering, a neural ranking head and probabilistic ensemble (Elo, BTL, GP), epistemic--aleatoric uncertainty decomposition, and information-theoretic pair selection. It reduces human comparisons while improving the reliability of the rankings. In visual ranking tasks in medical imaging, historical dating, and aesthetics, Dodgersort achieves a 11--16\% annotation reduction while improving inter-rater reliability. Cross-domain ablations across four datasets show that neural adaptation and ensemble uncertainty are key to this gain. In FG-NET with ground-truth ages, the framework extracts 5--20$\times$ more ranking information per comparison than baselines, yielding Pareto-optimal accuracy--efficiency trade-offs.