Deploying Large Language Models (LLMs) for question answering (QA) over lengthy contexts is a significant challenge. In industrial settings, this process is often hindered by high computational costs and latency, especially when multiple questions must be answered based on the same context. In this work, we explore the capabilities of LLMs to answer multiple questions based on the same conversational context. We conduct extensive experiments and benchmark a range of both proprietary and public models on this challenging task. Our findings highlight that while strong proprietary LLMs like GPT-4o achieve the best overall performance, fine-tuned public LLMs with up to 8 billion parameters can surpass GPT-4o in accuracy, which demonstrates their potential for transparent and cost-effective deployment in real-world applications.