The same real-life questions posed to different individuals may lead to different answers based on their unique situations. For instance, whether a student is eligible for a scholarship depends on eligibility conditions, such as major or degree required. ConditionalQA was proposed to evaluate models' capability of reading a document and answering eligibility questions, considering unmentioned conditions. However, it is limited to questions on single documents, neglecting harder cases that may require cross-document reasoning and optimization, for example, "What is the maximum number of scholarships attainable?" Such questions over multiple documents are not only more challenging due to more context having to understand, but also because the model has to (1) explore all possible combinations of unmentioned conditions and (2) understand the relationship between conditions across documents, to reason about the optimal outcome. To evaluate models' capability of answering such questions, we propose a new dataset MDCR, which can reflect real-world challenges and serve as a new test bed for complex conditional reasoning that requires optimization. We evaluate this dataset using the most recent LLMs and demonstrate their limitations in solving this task. We believe this dataset will facilitate future research in answering optimization questions with unknown conditions.

We describe a Question Answering (QA) dataset that contains complex questions with conditional answers, i.e. the answers are only applicable when certain conditions apply. We call this dataset ConditionalQA. In addition to conditional answers, the dataset also features: (1) long context documents with information that is related in logically complex ways; (2) multi-hop questions that require compositional logical reasoning; (3) a combination of extractive questions, yes/no questions, questions with multiple answers, and not-answerable questions; (4) questions asked without knowing the answers. We show that ConditionalQA is challenging for many of the existing QA models, especially in selecting answer conditions. We believe that this dataset will motivate further research in answering complex questions over long documents. Data and leaderboard are publicly available at \url{https://github.com/haitian-sun/ConditionalQA}.