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What changes are needed in Context Engineering Strategy to align with AI-Native Product-Market Fit Principles? #19

@razakpm

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@razakpm

While reviewing the AI Product-Market Fit Framework shared by OpenAI's product lead, I’m thinking through how we might evolve our Context Engineering Strategy to reflect the fast-moving dynamics of AI-native product development.

Given that product–market fit in AI is now highly non-linear, driven by model updates, retention-focused design, and trust-building features, what changes would you recommend we make to our context engineering approach to stay aligned?

A few potential areas to consider:

  • Shipping cadence: Should we formalize a weekly context review process to respond to changes in underlying models?
  • Retention metrics: Can we define specific metrics (e.g., prompt reuse, override frequency, user trust indicators) to track whether our context setups are truly valuable long-term?
  • Transparency: How do we bake explain-ability into context composition—so users/devs know why certain context is included?
  • PRD evolution: Do we need a dedicated “AI-native PRD template” that captures assumptions around model behavior, user intent volatility, and prompt fragility?

Would love to hear your thoughts on what to build, validate, or monitor to ensure our strategy supports real, sustainable PMF in AI applications.

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