Jess Bellissimo

Executive Operator

Learning AI by Building


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Gemini as Road Trip Coordinator: From Answering Questions to Managing Decisions

Why assistants should coordinate decisions, not just retrieve information. A case study in what happens when you ask Gemini to help with a road trip—and what Google could build next.

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GreenLight NYC: Lessons from Building a Permit Transparency Tool

What happens when you build to learn? I spent 1-2 days building a NYC permit transparency tool, only to discover the problem wasn't as big as I thought. Here's what I learned about rapid prototyping, data validation, and knowing when to pivot.

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