As large language models (LLMs) become increasingly integrated into daily life, there is growing demand for AI assistants that are not only reactive but also proactive and personalized. While recent advances have pushed forward proactivity and personalization individually, their combination remains underexplored. To bridge this gap, we introduce ProPerSim, a new task and simulation framework for developing assistants capable of making timely, personalized recommendations in realistic home scenarios. In our simulation environment, a user agent with a rich persona interacts with the assistant, providing ratings on how well each suggestion aligns with its preferences and context. The assistant's goal is to use these ratings to learn and adapt to achieve higher scores over time. Built on ProPerSim, we propose ProPerAssistant, a retrieval-augmented, preference-aligned assistant that continually learns and adapts through user feedback. Experiments across 32 diverse personas show that ProPerAssistant adapts its strategy and steadily improves user satisfaction, highlighting the promise of uniting proactivity and personalization.
@article{arxiv.2509.21730,
title = {ProPerSim: Developing Proactive and Personalized AI Assistants through User-Assistant Simulation},
author = {Jiho Kim and Junseong Choi and Woosog Chay and Daeun Kyung and Yeonsu Kwon and Yohan Jo and Edward Choi},
journal= {arXiv preprint arXiv:2509.21730},
year = {2026}
}