Optimization Is Not All You Need

Prompt optimization in compound AI systems is statistically indistinguishable from a coin flip: across 72 optimization runs on Claude Haiku 4.5 (6 methods $\times$ 4 tasks $\times$ 3 repeats), 49% score below zero-shot; on Amazon Nova Lite, the failure rate is even higher. Yet on one task, all six methods improve over zero-shot by up to $+6.8$ points. What distinguishes success from failure? We investigate with 18,000 grid evaluations and 144 optimization runs, testing two assumptions behind end-to-end optimization tools like TextGrad and DSPy, in the order they must be answered: (A) agent prompts interact, requiring joint rather than independent optimization, and (B) individual prompts are worth optimizing at all. Interaction effects are never significant ($p > 0.52$, all $F < 1.0$), and optimization helps only when the task has exploitable output structure: a format the model can produce but does not default to. We further give a mechanistic account: instruction-tuning compresses input phrasing into a narrow output distribution, eliminating the very phrasing-sensitivity that joint optimization assumes. We provide a two-stage diagnostic: an $80 ANOVA pre-test for agent coupling, and a 10-minute headroom test that predicts whether optimization is worthwhile, turning a coin flip into an informed decision.

Automated prompt optimization methods (e.g., DSpy, TextGrad) can substantially improve the performance of large language model (LLM), however, their generalization ability across different tasks remains underperformed. In practice, the superiority of the optimized prompt on one benchmark often fails to transfer to another, and this limitation persists even when switching across different LLM backbones. To investigate the underexplored sources of heterogeneity in prompt performance, we conduct a causal inference-inspired observational analysis of optimized prompts across a diverse set of optimization frameworks, LLM backbones, and NLP benchmarks. To achieve the goal, we build upon the propensity-adjusted associational analysis together with multiple complementary representations of prompt edits, where the consistent task-conditioned edits patterns are identified. We find that complexity-increasing and meta-instructional edits are negatively associated with mathematical and multi-hop reasoning performance, whereas step-by-step and meta-cognitive edits improve logical and sequential reasoning tasks. These effects are robust across cognitive-load annotations, surface-level text features, and edit-motif analyses, and can generalize across optimization frameworks. Overall, these results indicate that prompt optimization failures arise from systematic interactions between edit families and task characteristics rather than random optimization artifacts, providing feature-level characterization of optimizer behavior and motivating future task-conditioned optimizer design.

Current Large Language Model (LLM) evaluation frameworks utilize the same static prompt template across all models under evaluation. This differs from the common industry practice of using prompt optimization (PO) techniques to optimize the prompt for each model to maximize application performance. In this paper, we investigate the effect of PO towards LLM evaluations. Our results on public academic and internal industry benchmarks show that PO greatly affects the final ranking of models. This highlights the importance of practitioners performing PO per model when conducting evaluations to choose the best model for a given task.