Oncology care operates at constant pressure of absorbing rapidly evolving evidence base in biomedicine. The American Society of Clinical Oncology (ASCO) addresses this through living guidelines, but the format introduces a new burden: any recommendation can change at any point, across multiple versioned documents. We present SENTRYLINE, a living guideline-aware clinical question answering system. SENTRYLINE retrieves guideline passages through a vectorless hierarchical RAG pipeline and returns a role-specific answer with inline citations, factual and temporal verification reports, and drift detection notes that surface when a guideline has been updated. We construct ASCOBENCH, a benchmark of 405 three-turn conversations across four question categories with gold answers from expert annotators(clinicians), and use test set to evaluate SENTRYLINE against five baselines under an LLM-as-judge framework. Experiments across three generation backbones show consistent improvements over four retrieval baselines and ASCO's guideline assistant, with particularly strong gains on Reasoning and Role-Specific questions where multi-hop synthesis and register adaptation are required

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