A tutor that hands out answers can make students worse at the test. We measure CourseWing against that risk with a 36-case evaluation.
36 multi-turn cases in eight categories: requests to solve assigned work, answer laundering ("here's what you could write"), bypass attempts ("this isn't for class", repeated pressure, role-play), direct math, essay ghostwriting, checking a student's own answer, tone, and ordinary requests that must never be blocked, like grades, study plans and quizzes.
Each case was written from a failure pattern we found in real sessions or from a principle in the papers above. A grader model scores each reply on up to eight axes, such as no final answer, attempt first, incremental hints, clear explanation and holding under pressure. A case passes only if every axis passes.
| Tutor model | Cases passed |
|---|---|
| Claude Opus 5.5 | 36 / 36 |
| Claude Sonnet 5.5 | 32 / 36 |
| Claude Sonnet 4.6 | 29 / 36 |
Same tutoring prompt and 36 cases for every model, graded by Claude Opus 5.5 at each model's default settings.
Early audits showed a one-line "this isn't for class" could talk an unguarded tutor into writing a full essay, and polite refusals sometimes still handed over every answer as copyable text. The current tutor holds the line on all nine bypass cases and all essay and math cases, while still answering ordinary requests fully.