How a college instructor uses ChatGPT to run live Socratic quizzes and redesign evaluation for the AI era
With ChatGPT, law-school instructor  Sean Harrington is rebuilding student assessment for the AI era. Seanâwho teaches students AI and law at the University of Oklahoma and holds both a JD and an MS in Data Analyticsâsaw a core problem the moment generative AI went mainstream: traditional take-home exams no longer reveal what students really know.
âTakeâhome essays donât work anymore,â he says.
His answer was to use ChatGPT to build a Socratic quizbot that runs live at the start of each class. Harrington uploads the weekâs readings and the bot conducts a 10âminute, oneâonâone oral-style exchange with each student. No two quizzes are the same. Students type back and forth, ask for clarifications (âcan you rephrase the questionâ or âplease break this into stepsâ), and get grilled about how they should apply rules, distinguish cases, and reason through hypotheticals. The transcripts are then shared with Harrington, giving him a fineâgrained map of each studentâs understanding. For example, when he saw the classâs intense curiosity about intellectual property, he added two weeks of IP focus to the syllabusâevidence that assessment can double as a realâtime feedback loop to tailor a curriculum. Sean also openâsourced the quizbot on Github, inviting other legal educators to adapt and use it.
Harrington, who serves as Director of Technology and Innovation at OUâs school of law, has a remit that extends beyond the classroom. OU Law requires legalâtech training across all three years, and he helps students build custom GPTs for studying: flashcards, practice essays, even culturally tuned analogies for international classmates. On the operations side, heâs helping other teams tackle complicated paperwork and other overhead. A âSorting Hatâ-like assistant assigns students to balanced cohorts or âhousesâ in the school in minutes rather than days. A scheduling helper ingests constraints like room sizes, faculty availability, enrollment caps, and then produces workable timetables with room assignments. For university funding proposals, he built a reusable assistant that aligns drafts to OU and College of Law strategic plans to clear bureaucratic gates.
For Sean, the throughline is pragmatic modernization: keep the pedagogical rigor while reducing the friction. Live, individualized Socratic quizzing preserves the formative stress test of law school while shifting it from public spectacle to more personalized engagement. Faculty gain visibility they never had; students gain agency and frequent, targeted challenges; and ChatGPT restores signal to assessment.
For Sean, AI isnât a shortcut â itâs a precision instrument to provide students with a better education.