Roxanne Zhu
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Learn with Chat

Learn with Chat dashboard showing AI-powered learning interface on a MacBook

Timeline

14 months

Size

5 people

Platform

Web (responsive)

View Primary Flow

Problem:

Most Ed-Tech apps deliver generic content without verifying understanding, leaving students with a undifferentiated experience that isn't grounded in their unique background.

Solution:

Learn with Chat turns a student's own materials into a chat-based tutor that gives personalized explanations, knowledge checks, and low-friction learning flows.

Roles and Responsibilities:

As the founding Product Designer, I owned design and implementation end-to-end, from concept to live prototype. I combined product design, front-end development, and AI-assisted workflows to rapidly iterate on learning interactions, personalization logic, and conversational UX.

What we optimized for:

  1. Fast time-to-first-value
  2. Personalize curated content with users' own materials
  3. Decompose complex concepts to lower cognitive load
  4. Build trust through citations to credible sources and step-wise reasoning

User Insight:

  • Learners turn to chat-based AI when stuck, but current tools feel fragmented and do not support learning over time
  • Users trust AI explanations more when responses are grounded in their own materials, reducing context switching
  • Learners naturally want to create structure from the open-ended conversations by asking the AI to organize content into courses, modules, and quizzes
  • Learners value conversational quizzes and follow-up explanations more than static scores or rigid assessments
  • Long-term engagement comes from visible progress and personalized pacing

Ideate and prototype

Early wireframe showing module and navigation concepts
Wireframe exploring calendar and progress indicators
Mobile wireframe with chat interface concept
Wireframe showing course structure and progress
Wireframe exploring dashboard layout

Early wire-frames explored Learn with Chat as a structured learning environment, using calendars, progress indicators, and course modules to externalize study planning and accountability. As these concepts were tested through discovery questionnaires (n=32) and moderated usability sessions (n=8), a clear pattern emerged for how learners actually engaged with the system. Rather than navigating dashboards or managing modules upfront, participants treated the interface as a conversational entry point: initiating learning through questions, clarifications, and follow-up prompts.

Planning and progress views were interpreted as reference layers, while chat became the primary locus of sense-making. Over time, learners sought structure from the conversation, asking the AI to generate quizzes, summarize topics, or suggest next steps based on prior exchanges. This flow reframed structure as an emergent property of interaction. The resulting design centers chat as the generative surface of the product, allowing organization, assessment, and progress tracking to emerge contextually rather than as pre-configured workflows

Key Decisions & Tradeoffs

After two rounds of A/B testing on 8 participants, aged 18 to 24.

1. Decompose courses into shared modules

I added modules as a partner concept to reduce duplication in learning and better pinpoint weaknesses. The course creation flow automatically analyzes materials and auto-creates modules to preserve flexibility while not adding to onboarding friction.

2. Immediate feedback over layered gamification

I removed gamified elements that required additional steps to view progress or grades, such as separate result pages and animations. While motivating for some users, these elements added latency and were frequently skipped during repeat use. Surfacing feedback inline enabled quicker comprehension and smoother continuation.

3. Interactive course maps over static outlines

I invested in an interactive course map to encourage exploration and engagement, despite higher implementation cost. A/B testing showed increased interaction compared to static outlines, leading us to allocate additional budget and engineering effort to this experience.

Core Flow

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Current State & What's Next

  • The product has shipped and reached ~30,000 users, with the core chat-based learning and quiz-generation flows live, demonstrating real-world adoption of a conversational approach to studying over a static course format.
  • User feedback and early usage data consistently showed a preference for guided structure over open-ended chat, with learners responding better when prompts, quiz formats, and progress cues are proactively surfaced rather than requiring them to decide what to do next.
  • We identified onboarding friction and uneven quiz quality as key pain points, largely caused by variability in uploaded materials and the cognitive load required during first-time use.
  • Additional feedback highlighted gaps in learning continuity, where users struggled to understand progress across sessions and how chat, quizzes, and review fit together as a cohesive learning loop.
  • Next steps are: streamlining onboarding, improving progress visibility, refining quiz feedback, and exploring adaptive guidance that balances structure with learner autonomy.