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Teaching with Custom AI Chatbots

The default behaviors of popular AI chatbots don't always align with our teaching goals. This collection explores approaches to designing AI chatbots for particular pedagogical purposes.

Updated December 2025
Derek Bruff headshot
Associate Director
Center for Teaching Excellence
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01

Not Your Default Chatbot: Five Teaching Applications of Custom AI Bots

Agile Learning

What can you do with a custom AI chatbot in your teaching? This blog post outlines five types of education-focused chatbots: course assistants, assignment coaches, tutor bots, feedback bots, and conversation simulators.

Headshot of Derek Bruff
Derek Bruff

As I've been talking with faculty at UVA and elsewhere about their experiments with custom AI chatbots, patterns have emerged in how instructors are using AI agents. This blog post outlines five different use cases with examples of each. I've also tried to point to a few key questions in designing these agents, like how important is it that the agent is trained on specific course material?

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Tutor Bot. When I talk to STEM faculty, this is by far the most common use case of custom AI chatbots I hear about. The idea is that if we can “train” a custom chatbot on learning materials relevant to our course, we can create a helpful tutor that’s available 24-7 to our students. In episode 34 of my podcast, Sravanti Kantheti talked about the use of a tutor bot in her anatomy and physiology course. She pointed out that you can teach A&P at a 3rd grade level, a med school level, and anywhere in between. She appreciated that her tutor bot, which was trained on her course materials, would answer questions at a level that worked for her community college students. And in that podcast conversation with University of Sydney faculty, biochemistry instructor Matthew Clemson shared about his Cogniti-powered tutor bot which he dubbed “Dr MattTabolism.” He wanted students in his large classes to have a place to go to ask content questions that was available when he wasn’t (e.g. 2am) and would provide better answers than a Google search.

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02

Teaching with AI Agents with Matthew Clemson, Isabelle Hesse, and Danny Liu

Intentional Teaching Podcast

Educators at the University of Sydney developed Cogniti, a tool for building custom AI chatbots for use in higher education. In this podcast interview, one of the developers and two of the faculty using Cogniti share their experiences.

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Derek Bruff

I've been assuming that most higher ed faculty will have access to an AI agent builder like Cogniti in the near future, so I reached out to some colleagues at Sydney who have been testing out Cogniti to see what they've learned. I thought Isabelle Hesse's use of Cogniti as an assignment coach was novel, and I appreciated Matt Clemson's comparison of his AI tutor bot as a better alternative to a Google search.

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Danny Liu: 5:30

Yeah. We see Cogniti as a way for educators to take control of AI. It's a place where they can go and, in a very easy, people-friendly way, be able to build what we call AI agents, which are basically just AIs which can do something on your behalf. And you'll hear from Matthew and Isabelle today the different kinds of agents that they've worked with and designed themselves just using plain language. And for us, it's about giving educators that kind of control and visibility over what the AI is doing so that they can trust it and also so that students can trust it as well.

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03

How to Create Custom AI Chatbots That Enrich Your Classroom

Harvard Business Impact

This article by Tim Lindgren of the Boston College Center for Digital Innovation in Learning details several examples of teaching-focused AI chatbots created by his BC colleagues.

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Derek Bruff

My favorite part of this article is all the examples of prompts used to design custom AI chatbots. It takes a very well-written prompt to coax an AI chatbot into doing what you want it to do (pedagogically), so examples of successful prompts are very useful.

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Over the course of the following spring semester, we developed 10 chatbots with different purposes. The results varied widely, but we learned as much from the failures as from the successes, and this hands-on experimentation allowed us to begin identifying some patterns that could inform and inspire future experiments.

These four chatbot examples represent a first attempt at capturing what we’ve learned so far. We think these delineations make it easier to see how chatbots can align with specific aspects of the learning process, even if they might have more than one role at a time (such as with the Stuckbot, acting as both an assignment tutor and reflective guide, for example).

We hope they will provide you with a starting point as you imagine roles for AI that reflect your particular contexts and purposes, and we look forward to learning from what you discover in the process.

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04

Customizing ChatGPT for You and Your Students

Dan Levy and Angela Pérez Albertos

Dan Levy and Angela Pérez Albertos have shared Chapter 10 from their book Teaching Effectively with ChatGPT on their book's website. This chapter provides very practical steps to take for using ChatGPT to design an AI agent for your course.

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Derek Bruff

This chapter walks the reader through the use of ChatGPT's "GPT" tool for creating custom AI agents--no coding required. ChatGPT isn't the only tool for doing this, but it is a popular tool. And strategies that work for ChatGPT (e.g. prompting, use of an agent-specific knowledge base) often translate to other tools.

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Custom chatbots created with ChatGPT are called Custom GPTs or simply GPTs. Custom GPTs are easy to build because no coding is required. This functionality of building Custom GPTs is reserved for paid users. However, users without a paid subscription can now use Custom GPTs that others have created. This means that if you have the paid ChatGPT version, you can create Custom GPTs for your students to use even if they don’t have a paid account. Step-by-step instructions for building Custom GPTs can be found in Section 2 below, while examples are provided in Sections 3 and 4.

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05

The Sycophancy Problem

Artificial Intelligence (AI) for Beginners

The ways that major generative AI systems are trained leads them to exhibit sycophancy, "the tendency to flatter rather than inform." This article explains the origins of AI sycophancy and offers prompts to direct AI chatbots toward more useful behaviors.

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Derek Bruff

Read this article, and you'll see why you might want to have detailed instructions for your custom AI chatbot. Off-the-shelf AI models tend to flatter instead of challenge, which isn't useful in a teaching context. Directing them toward other kinds of interactions takes some intentional prompting.

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The Sycophancy Problem

Artificial Intelligence (AI) for Beginners
Open resource

ChatGPT agrees with you 58% of the time. Claude hits 60%. Gemini tops out at 62%. These numbers come from recent academic research [1]. The AI systems millions of people use daily have learned to tell us what we want to hear.

Ask any of these systems whether your controversial opinion has merit.

Watch how they find ways to validate your thinking rather than challenge it. Ask for feedback on your work presentation. Notice how they emphasise strengths while glossing over obvious problems.

You're not imagining this pattern. The technical term is "sycophancy"—the tendency to flatter rather than inform. Your AI assistant has become a digital yes-person.

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06

Comparing the Quality of Human and ChatGPT Feedback of Students’ Writing

Learning and Instruction

This study by Jacob Steiss and colleagues looks at the relative quality of feedback on student writing provided by well-trained humans and well-trained AI chatbots. The upshot is that for structured assignments and criterion-based feedback, the AI does about as well as the human experts in providing feedback.

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Derek Bruff

Is it even worth trying to design an AI chatbot that provides students feedback on their work? Can generative AI give the kind of useful feedback that expert teachers give? This study shows that at least some of the time, if a chatbot is prompted well, the answer is "yes."

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We found that human raters, at least the well-trained, paid, and relatively time-rich evaluators in this sample, provided higher quality feedback in four of five critical areas: clarity of directions for improvementaccuracyprioritization of essential features, and use of a supportive tone. The impressive skills of experienced and resourced human educators to provide quality formative feedback were notable. However, the most important takeaway of the study is not that expert humans performed better than ChatGPT—hardly a surprising finding—but rather that ChatGPT's feedback was relatively close to that of humans in quality without requiring any training. To our knowledge, no previous study has compared automated and human feedback on writing because the quality of automated feedback has been so poor that such a study would be futile. Presently, the small differences between the two modes of feedback suggest that feedback generated by ChatGPT can likely serve valuable instructional purposes, particularly in the early stages of writing to motivate revision work by students in a timely fashion.

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07

AI Tutoring Outperforms In-Class Active Learning in Introductory Physics

Nature Scientific Reports

This study conducted in the Harvard University physics department looks to see how learning from a custom AI tutor bot compares to a group active learning experience. Greg Kestin and colleagues report that students using the AI bot learned more in less time than the students in the active learning session.

Headshot of Derek Bruff
Derek Bruff

As someone who has spent much of my career advocating for active learning instruction, I was a little alarmed at this study! But I'm glad they compared their AI tutor bot not to traditional lecturing (which we know is not optimal for student learning, especially in intro physics) but with current best practices in teaching (i.e., active learning instruction). Does this mean we should do away with active learning? No! As Michelle Miller wrote in her blog post about the study, this is more of an argument for the use of AI in out-of-class work for a flipped classroom.

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We have found that when students interact with our AI tutor, at home, on their own, they learn significantly more than when they engage with the same content during an in-class active learning lesson, while spending less time on task. This finding underscores the transformative potential of AI tutors in authentic educational settings. In order to realize this potential for improving STEM outcomes, student-AI interactions must be carefully designed to follow research-based best practices.

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