ObjexMT: Objective Extraction and Metacognitive Calibration for LLM-as-a-Judge under Multi-Turn Jailbreaks

LLM-as-a-Judge (LLMaaJ) now underpins scalable evaluation, yet we lack a decisive test of a judge's qualification: can it recover a conversation's latent objective and know when that inference is trustworthy? LLMs degrade under irrelevant or long context; multi-turn jailbreaks further hide goals across turns. We introduce ObjexMT, a benchmark for objective extraction and metacognition. Given a multi-turn transcript, a model must return a one-sentence base objective and a self-reported confidence. Accuracy is computed via LLM-judge semantic similarity to gold objectives, converted to binary correctness by a single human-aligned threshold calibrated once on N = 100 items (tau^*=0.61). Metacognition is evaluated with ECE, Brier, Wrong-at-High-Conf, and risk-coverage. Across gpt-4.1, claude-sonnet-4, and Qwen3-235B-A22B-FP8 on SafeMTData_Attack600, SafeMTData_1K, MHJ, and CoSafe, claude-sonnet-4 attains the best objective-extraction accuracy (0.515) and calibration (ECE 0.296; Brier 0.324); gpt-4.1 and Qwen3-235B-A22B-FP8 tie at 0.441 but are overconfident (mean confidence approx0.88 vs. accuracy approx0.44; Wrong-at-0.90 approx48-52%). Performance varies by dataset (approx0.167-0.865). ObjexMT thus supplies an actionable test for LLM judges: when objectives are not explicit, judges often misinfer them with high confidence. We recommend exposing objectives when feasible and gating decisions by confidence otherwise. Code and data at https://github.com/hyunjun1121/ObjexMT_dataset.