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arXiv · 2608.02556

Beyond the Final Prompt: Measuring the Effect of Within-Conversation Context on AI Answers

Benjamin Tannenbaum
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Abstract

An isolated final user message is often treated as the query in evaluations of AI systems. In a conversation, however, the actionable request may be distributed across preceding turns. We directly test whether that omitted within-conversation context changes answers. For each of 180 English multi-turn conversations sampled from a governed commercial corpus and the public PRISM dataset, we hold the final user message and requested answer model constant while generating three answers: one from the full role-labelled conversation, one from the final message alone, and one from the final message plus a prefix-only reconstruction capped at 160 words. A separately requested judge model evaluates answers under randomized labels. The prespecified primary endpoint is a material difference that could change what the user does, rather than a difference in style or detail. After inverse-probability weighting to the eligible cohorts, the full-conversation and isolated-final answers differ materially in 44.7% of cases (95% bootstrap CI 33.8% to 56.1%). Full-conversation answers score 0.49 points higher on a 0 to 4 request-satisfaction scale (0.32 to 0.67). Adding the compressed prefix reduces the material-difference rate to 30.8% (20.2% to 42.1%), a 13.9-point reduction (4.9% to 24.1%), and reduces the mean satisfaction gap to 0.01 points (-0.12 to 0.13). Yet compression is not equivalent to the complete dialogue context: almost one third of answers remain materially different. An order-swapped repeat on 48 cases yields 91.7% agreement and kappa = 0.83 for the primary decision. The study concerns preceding turns in the same conversation and does not test persistent memory across separate conversations.

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Benjamin Tannenbaum. 2026-08-03. Beyond the Final Prompt: Measuring the Effect of Within-Conversation Context on AI Answers. https://arxiv.org/abs/2608.02556

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