A structured dataset with prompts, artifacts, and case-specific scoring rubrics that measures how well LLMs hold up in realistic complex interactions. Results show that even leading frontier models fail on roughly 25% of items (Gemini 3.1 passes only 78.9%), with performance declining sharply as context grows: pass rates remain above 80% on short artifacts, fall into the low 70s at 2K–10K words, and drop to about 51% beyond 10K words.