DOT AI

Designing AI Activation Points for Student Learning Support — contextual prompting that surfaces DOT at key learning moments.

ROLE

Product Designer, Prompt Engineer

TIME

Feb 2025 - Aug 2025

CLIENT

Open Learning Initiative & REAL CHEM

TEAM

Ashley, Tingyue, Tracy, Lily, Sherry

ROLE

Product Designer, Prompt Engineer

TIME

Feb 2025 - Aug 2025

CLIENT

Open Learning Initiative & REAL CHEM

TEAM

Ashley, Tingyue, Tracy, Lily, Sherry

ROLE

Product Designer, Prompt Engineer

TIME

Feb 2025 - Aug 2025

CLIENT

Open Learning Initiative & REAL CHEM

TEAM

Ashley Xu, Tingyue Cui, Tracy Ciou, Lily Lee, Sherry Li

Overview

This 7-month capstone project was a collaboration with the Open Learning Initiative (OLI), an open-source platform that applies learning science and technology to improve student outcomes.

Within OLI's REAL CHEM course, our goal was to make AI support more visible, timely, and useful — helping students get help at the moment it matters, without interrupting their learning flow. Although DOT (Digital Online Tutor) - the platform’s AI-powered tutor - was already embedded throughout the course, students often overlooked it or encountered it at the wrong moment.

As the team's Product Designer and Prompt Engineer, I designed DOT AI Activation Points — a contextual prompting system that surfaces DOT at key learning moments. Validated with 373 REAL CHEM 1 students in Summer 2025, the system raised DOT interaction from 44% to 80.4% and scored ~85 on the SUS (System Usability Scale).

Outcome

0+
AI Prompts Launched

Contextual AI prompts drove 941 interactions across 373 students in Summer 2025 REAL CHEM.

100%
DOT AI Awareness

Increased in DOT awareness through onboarding and contextual prompt strategies.

+0pp
Interaction Rate

DOT interaction rate increased from 44% to 80.4% after activation.

0/100
SUS Score

373 Summer 2025 Real Chem students rated usability.

Problem

Students often needed help but weren't seeking it at the right moment — leading to low engagement with support overall. If support became easier to access in the learning moment, engagement might improve.

We considered two directions, then moved forward with DOT as an in-course AI tutor — it could provide contextual support directly inside the learning flow. Since it already knew what page the student was on, students could ask page-specific questions without reconstructing context somewhere else.

Plan A ❌

Traditional Support

Q&A · quizzes · instruction

Plan B ✅

DOT: In-course AI Tutor

Contextual support within the learning flow

However, When we tested this with 15 students, we found that many still overlooked it because it remained a passive icon in the bottom-right corner, and students still had to initiate the interaction themselves.

How might we design AI support that reaches students at the right moment, without interrupting the learning flow?

Design Solution

When You Realize Tomorrow is Friday Meme
When You Realize Tomorrow is Friday Meme

DOT AI Activation Points

A system that triggers DOT at key learning moments, enabling timely, contextual support for students.

🔴

Activity Level

DOT activates at key activity moments — incorrect answers or hint requests — where students are most likely stuck.

🟢

Paragraph Level

DOT appears below a specific paragraph when the student clicks its AI icon — targeted support on a single concept.

🔵

Page Level

DOT activates on a student's first visit to a page, orienting them before they begin.

3 Levels of Activation

🔵 Page Level Activation

DOT activates when a student visits the page for the first time

DOT Activated


DOT Activated

‍🔴 Activity Level Activation

DOT activates when a student reaches a key activity moment, such as answering incorrectly or requesting a hint

DOT Activated



DOT Activated

🟢 Paragraph Level Activation

DOT activates when a student clicks the AI icon next to a specific paragraph

DOT Activated


Behind the iteration

How does DOT Activation Point work?

How does an author add prompt?

🔵 Authoring Page Level Trigger

‍🔴 Authoring Activity Level Trigger

🟢 Authoring Paragraph Level Trigger

🟢 Authoring Paragraph Level Trigger

If a user inserts the paragraph content type.

The inline editor has a new AI icon button

When users click the new AI icon button. The pre-populated Trigger & The prompt examples & input will appear

If a user inserts the paragraph content type.

The inline editor has a new AI icon button

When users click the new AI icon button. The pre-populated Trigger & The prompt examples & input will appear

Prompt logic

We grounded prompt design in real learning difficulties rather than generic AI writing. We worked with a chemistry expert to identify where students were likely to get stuck, then translated those sticking points into targeted activation logic and prompt behavior.


That meant prompts weren’t one-size-fits-all. Each one was tied to a specific learning challenge and shaped by learning science principles, like guiding reasoning, surfacing misconceptions, or prompting reflection.

01

Identified real student sticking points with a chemistry expert

02

Translated each learning difficulty into a targeted activation and prompt

03

Shaped prompt behavior with learning science principles

How do we define an effective prompt?

Design Component System

Retrospective

If we had more time, there are two things I’d want to test next. First, I’d want to understand which activation moments drive the most meaningful engagement, not just the most clicks. Second, I’d want to compare prompts more deeply in terms of trust and reasoning quality.


The biggest takeaway for me is that this project taught me to think about AI as behavior design, not just answer generation. I turned AI from a passive feature into a workflow, and built a more scalable intervention model through timing, prompts, and UI. ‍

© 2026 Ashley Xu. All rights reserved

© 2026 Ashley Xu. All rights reserved

© 2026 Ashley Xu. All rights reserved