Estimating the persuasiveness of messages is critical in various applications, from recommender systems to safety assessment of LLMs. While it is imperative to consider the target persuadee’s characteristics, such as their values, experiences, and reasoning styles, there is currently no established systematic framework to optimize leveraging a persuadee’s past activities (e.g., conversations) to the benefit of a persuasiveness prediction model. To address this problem, we propose a context-aware user profiling framework with two trainable components: a query generator that generates optimal queries to retrieve persuasion-relevant records from a user’s history, and a profiler that summarizes these records into a profile to effectively inform the persuasiveness prediction model.Our evaluation on the ChangeMyView Reddit dataset shows consistent improvements over existing methods across multiple predictor models, raising F1 from 33% to 47% on Llama-3.3-70B-Instruct. Further analysis shows that effective user profiles are context-dependent and predictor-specific, rather than relying on static attributes or surface-level similarity. Together, these results highlight the importance of task-oriented, context-dependent user profiling for personalized persuasiveness prediction.

Role-playing language agents (RPLAs) simulate specific characters and personas across applications such as entertainment, companionship, interactive storytelling, and education. Faithful role-play requires more than producing plausible, in-character responses: as a character’s values and behavior change over a narrative, an RPLA should reflect the character’s state at the relevant stage. However, existing benchmarks largely treat characters as fixed personas or test only what they know at a given point in the narrative. We introduce **ArcANE** (Arc-Aware Narrative Evaluation), a benchmark for evaluating whether an RPLA follows a character’s development across a narrative. **ArcANE** first builds an Arc that maps how a character’s values, motivations, or relationships change over the story. The benchmark then scores how well an RPLA’s responses fit the corresponding stages of the Arc, covering three distinct scenario types: scenes from the novel, new situations within its world, and situations outside that world. We evaluate six models under six ways of providing narrative context. In every model, using the Arc up to the queried chapter yields the best performance, outperforming the strongest non-Arc context by 2.2–8.4 points. These results suggest that faithful role-play requires evolving character states and tracking their trajectory, rather than merely retrieving relevant episodic evidence.