Recent multimodal large language models have advanced video understanding, but existing benchmarks mainly evaluate whether models can interpret observed visual content. In real-world scenarios, assistants must additionally anticipate what assistance is needed and decide when to provide it. To address this gap, we introduce \textsc{P$^3$IBench}, a benchmark for proactive video understanding in real-life streaming scenarios. It evaluates three complementary capabilities: daily perception, risk prediction and intervention. We benchmark 12 representative open-source and proprietary video-language models, including streaming and adapted non-streaming systems. Our evaluation shows that current models struggle to make well-calibrated response decisions. Finally, we construct additional proactive training data and train \textsc{P$^3$I-Assistant-4B}, achieving improvements on several tasks, though gains remain uneven across capabilities. Together, these findings show that effective proactive assistance requires not only visual understanding, but also precise response timing and appropriate restraint.

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