Weak-to-strong (W2S) generalization is a promising framework for scalable oversight, yet existing evaluations often test students under matched train-test distributions. Therefore, we study W2S preference learning under zero-shot distribution shift and find that strong students trained on weak preference labels can appear successful in-distribution while failing to transfer across preference datasets. We provide evidence consistent with a representational failure mode in which weak-supervised fine-tuning may move the strong model toward source-domain features instead of maintaining broadly transferable preference representations. To mitigate this, we propose *Representation Anchoring* (Anchor), a simple yet effective regularizer that constrains excessive drift from the pretrained strong model’s representation space during fine-tuning, while still allowing task-relevant adaptation. Across preference domains, datasets, and model families, Anchor improves out-of-distribution transfer while maintaining competitive in-distribution performance. Together, our evaluation protocol, transfer-aware metrics, and method expose hidden brittleness in current W2S reward modeling and provide a practical path toward more robust preference transfer.

Previous research on multimodal entity linking (MEL) has primarily employed contrastive learning as the primary objective. However, using the rest of the batch as negative samples without careful consideration, these studies risk leveraging easy features and potentially overlook essential details that make entities unique. In this work, we propose JD-CCL (Jaccard Distance-based Conditional Contrastive Learning), a novel approach designed to enhance the ability to match multimodal entity linking models. JD-CCL leverages meta-information to select negative samples with similar attributes, making the linking task more challenging and robust. Additionally, to address the limitations caused by the variations within the visual modality among mentions and entities, we introduce a novel method, CVaCPT (Contextual Visual-aid Controllable Patch Transform). It enhances visual representations by incorporating multi-view synthetic images and contextual textual representations to scale and shift patch representations. Experimental results on benchmark MEL datasets demonstrate the strong effectiveness of our approach.