AI benchmarks increasingly leverage item-level statistical models, particularly item response theory (IRT), to estimate model capabilities, rank systems, select informative examples, and diagnose benchmark quality. However, AI benchmark data often departs from the data regime of human testing, for which standard IRT estimation tools were originally developed: benchmarks typically involve fewer evaluated models, far more items, and capability distributions that may be skewed, clustered, or multimodal.\n\nWe examine how these regime mismatches challenge the reliability of IRT modeling for AI evaluation. Using item parameters and capability distributions derived from six widely used LLM benchmarks, we simulate response matrices under three common IRT models and compare four estimation tools used in recent benchmark studies: marginal maximum likelihood, Markov chain Monte Carlo, variational inference, and a neural pseudo-Siamese estimator.\n\nAcross 18,000 simulation conditions, we systematically evaluate computational feasibility, scalability, and the reliability of IRT inferences about model rankings, predicted performance, and item characteristics. Results show that classical estimators can become infeasible in large benchmark settings, whereas scalable estimators can produce unreliable item-level and ranking inferences with small or nonnormally distributed model sets. This study identifies when latent trait models reliably support or risk distorting AI benchmarking claims, and what sample sizes and diagnostics are needed for trustworthy use.\n\nBlogger's Review: This paper delves into the applicability of Item Response Theory in AI evaluation, revealing potential risks stemming from data regime mismatches. The comparison of different estimation tools offers crucial insights for researchers in selecting appropriate methods, especially when facing complex data distributions. It raises serious challenges to the reliability of AI benchmarking, warranting attention.