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What We Learned Shipping AI Features to 2 Million Learners

Behind the scenes of building AI-powered course recommendations, adaptive quizzes, and a study assistant.

T

Top In Town Team

Product & Engineering

May 10, 2026 8 min read
What We Learned Shipping AI Features to 2 Million Learners

When we launched AI recommendations, the biggest lift was not the model — it was defining what "relevant" meant across 500+ courses and wildly different learner goals.

Adaptive quizzes needed guardrails: an over-eager difficulty adjustment felt punishing rather than helpful. We settled on gentle, confidence-based pacing instead.

The single highest-impact change was surfacing "why this was recommended" — transparency increased click-through more than any ranking tweak.

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