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While prior work has noted position biases in LLM-driven comparisons, these biases have not been systematically analyzed or linked to underlying preference structures. We present the first comprehensive study of position biases across multiple LLMs and two distinct domains: resume comparisons, representing a realistic high-stakes context, and color selection, which isolates position effects by removing confounding factors. We find strong and consistent order effects, including a quality-dependent shift: when all options are high quality, models favor the first option, but when quality is lower, they favor later options. 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