Repositioning Wikipedia for the AI Era

A strategy sprint to unlock new value in the world’s most trusted knowledge platform.

Setting the Scene:

Wikipedia reaches billions of users—but its model hasn’t changed in decades. In an age of generative AI, we saw an opportunity to reimagine its role: not just as a destination, but as a curiosity engine.

This was a fast-paced strategy sprint. We were asked to analyze a company of our choice and propose a bold, plausible path forward using design and business frameworks. (Fun timing: we presented this the same week ChatGPT launched.)

The Approach:

We treated Wikipedia like a product with untapped growth potential and led a full audit across four tracks:

  • Market Positioning: Benchmarked Wikipedia against ChatGPT, Reddit, Fandom, and other curiosity tools

  • Unmet Needs: Identified a gap between shallow search and deep research—users often bounce

  • Opportunity: What if Wikipedia helped you wander, not just answer?

  • Concept: A personalized, LLM-powered “curiosity trail” that generates dynamic learning paths from your question

One of our “sacrificial concepts” - a visual used to stimulate discussion and gather feedback.

My Role:

  • Conducted SWOT and competitive analysis using market adjacency frameworks

  • Facilitated Post-It synthesis sessions and user journey mapping

  • Designed interaction concepts that blended UX, storytelling, and generative AI

  • Helped build our business model canvas and present the strategic bet to faculty

Strategic Bet:

We proposed repositioning Wikipedia as a discovery engine—anchored by an LLM-like experience that creates value not through answers, but through exploration.

By partnering with educators and knowledge institutions, it could open new impact channels without compromising its mission.

Key Takeaways:

This project combined what I love most: starting from human behavior, asking the right questions, and building toward strategy that balances creativity and logic.

It reminded me that design thinking isn’t just about ideas—it’s about alignment: market, mission, and user.

Why It Matters:

In a world where AI answers everything, curiosity becomes the differentiator.

This project showed how even legacy platforms can evolve—if you give people new reasons to stay curious.

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