Conversational search, unlike single-turn retrieval tasks, requires understanding the current question within a dialogue context. The common approach of rewrite-then-retrieve aims to decontextualize questions to be self-sufficient for off-the-shelf retrievers, but most existing methods produce sub-optimal query rewrites due to the limited ability to incorporate signals from the retrieval results. To overcome this limitation, we present a novel framework RetPO (Retriever’s Preference Optimization), which is designed to optimize a language model (LM) for reformulating search queries in line with the preferences of the target retrieval systems. The process begins by prompting a large LM to produce various potential rewrites and then collects retrieval performance for these rewrites as the retrievers’ preferences. Through the process, we construct a large-scale dataset called RF collection, containing Retrievers’ Feedback on over 410K query rewrites across 12K conversations. Furthermore, we fine-tune a smaller LM using this dataset to align it with the retrievers’ preferences as feedback. The resulting model demonstrates superiority on two benchmarks, surpassing the previous state-of-the-art performance of rewrite-then-retrieve approaches, including GPT-3.5.

Questions in open-domain question answering are often ambiguous, allowing multiple interpretations. One approach to handling them is to identify all possible interpretations of the ambiguous question (AQ) and to generate a long-form answer addressing them all, as suggested by Stelmakh et al., (2022). While it provides a comprehensive response without bothering the user for clarification, considering multiple dimensions of ambiguity and gathering corresponding knowledge remains a challenge. To cope with the challenge, we propose a novel framework, Tree of Clarifications (ToC): It recursively constructs a tree of disambiguations for the AQ—via few-shot prompting leveraging external knowledge—and uses it to generate a long-form answer. ToC outperforms existing baselines on ASQA in a few-shot setup across the metrics, while surpassing fully-supervised baselines trained on the whole training set in terms of Disambig-F1 and Disambig-ROUGE. Code is available at https://github.com/gankim/tree-of-clarifications.