Five moments that make or break a person’s experience with AI

Learned by designing four AI products at Squarespace.

  • Image Studio
  • Generated Sections
  • AI Catalogs
  • Websites MCP
  1. User describes

    Help people say what they mean.

    Few people arrive with a perfect prompt. I design the input and the follow-up questions that draw out what they actually want, using patterns they already know.

  2. User waits

    The wait is part of the design.

    Motion and copy turn dead time into trust, and change how long it feels.

  3. User sees results

    Design doesn’t stop at the interface.

    I help shape the prompts, descriptions, and evals behind the output. Quality is part of the experience.

  4. User iterates

    Human input should feel like authorship.

    Edit directly or prompt again, whichever fits the moment, and the first result never feels like a failure.

  5. User returns

    The story doesn’t end at the output.

    People come back. What they made, and paid credits for, should be easy to find.

The product changes. What people expect doesn’t.