Traditional Video Quality Assessment (VQA) focuses narrowly on aesthetic fidelity, overlooking the complex social dynamics that define quality in User-Generated Content (UGC). In this work, we propose a paradigm shift from signal-centric metrics to human-centric resonance assessment. We introduce CASTER (Community-Aware Assessment of Social Textual Engagement and Resonance), a new task that evaluates whether a UGC item achieves positive community resonance based on its multimodal attributes rather than visual quality alone. To address this, we present MEDEA (Multimodal Engagement-Driven Evaluation Architecture), which introduces a novel Social Chain-of-Thought (Social-CoT) mechanism. Unlike traditional logical CoT, Social-CoT performs multimodal perspective-taking, instantiating diverse viewer personas to simulate collective cognitive and emotional reactions (i.e., the "community mind") before deriving a quality judgment. MEDEA is trained via a two-stage approach involving supervised fine-tuning and process-supervised reinforcement learning with Social Alignment Reward to ensure reasoning paths are grounded in authentic human social cognition. To support this task, we release CASTER-Bench, a comprehensive human-annotated benchmark covering diverse UGC categories. Experiments demonstrate that MEDEA significantly outperforms state-of-the-art baselines on CASTER-Bench while providing interpretable and empathetic reasoning paths that align with real community feedback.