Goldsmith: Gold-Loss-Guided Definition Optimization with an Agentic Annotation Harness

While Large Language Models (LLMs) demonstrate remarkable performance on zero-shot annotation tasks, they often struggle with the specialized conventions of gold-standard benchmarks. We propose the systematic reuse and refinement of annotation guidelines as an alignment mechanism, introducing an iterative moderation framework that simulates the early phases of annotation projects. We evaluate three hypotheses: (1) the efficacy of guideline integration, (2) the advantage of reasoning optimized models, and (3) the viability of moderation under minimal supervision. Testing across biomedical NER tasks (NCBI Disease, BC5CDR, BioRED) with three LLM families (GPT, Gemini, DeepSeek), our results empirically confirm all three hypotheses. While the iterative moderation framework shows good potential in effectively refining guidelines, our analysis also reveals substantial room for improvement.

Skills are external artifacts that Large Language Models (LLMs) consume at inference time to improve their performance on specialized domains by incorporating relevant procedural and domain knowledge. Expert-authored skills are expensive to produce, and the resulting artifacts are not optimized for the specific model that consumes them, whose failure modes can vary with version, scale and training. In addition, emerging tasks may fall outside the scope of existing skill libraries, creating a need to develop new skills before curated training data become available. Recent works have explored automated skill optimization through reflection, but they require a curated, in-distribution training set, which users might not always have. To address these limitations, we present Prompt2Skill, a framework that builds skills from natural-language task description alone. From the prompt, the system derives a task specification, discovers or synthesizes datasets, and refines the skill in a closed loop of reflective editing. Across four domains spanning question answering, reading comprehension, spreadsheet manipulation, and mathematical reasoning, Prompt2Skill consistently outperforms the direct prompting baseline, achieving an average improvement of 10.8 across open-source and frontier models.

Large language models excel at general tasks but underperform smaller supervised models in specialized, high-stakes domains where training labels are costly. We address this regime with EvoPool, an evolutionary multi-agent framework inspired by Darwinian evolution. Three specialized agents iteratively propose executable annotator code, a small validation set provides a fitness signal, and a deterministic gate keeps only annotators that pass viability, diversity, and marginal-contribution checks across generations. Pool votes are mapped to soft training labels by EvoAgg, a text-aware aggregator combining semantic features with annotator-vote features. The authored pool runs at near-zero per-example cost and is 4500 to 31000x faster than LLM annotation on 100K examples. Across 7 of 8 LLM-weak specialized and complex tasks spanning biomedical relation extraction, legal-clause classification, complex reasoning, and dense multi-label biomedical classification, EvoPool beats the strongest LLM annotation baseline by an average +0.141 macro-F1, peaking at +0.301 on ChemProt and +0.265 on PubMed. Code is available at: https://github.com/tianyi0216/EvoPool