Michael Rispoli

Writing

Notes on product, engineering, AI, and the work between them.

Practical essays for founders and technical leaders who need to make better decisions before the code, the team, or the roadmap gets expensive.

July 10, 2026

You Can't Reverse Engineer Taste

AI can help you imitate what already works, but developing your own point of view requires living, making things, getting lost, and trusting your eye.

AICreativityProduct Building

June 26, 2026

The Problem With Abundance

AI may make digital things cheaper and easier to produce, but the scarce things people actually want will still be controlled, priced, and protected.

AIOpinionSociety

June 17, 2026

Cracking the AI Code Interview

The engineering interview has to change. In the AI era, the work is not just writing code faster. It is judgment, cost, quality, communication, and knowing what should be built at all.

AIEngineeringHiring

June 17, 2026

I Don't Need More Horsepower. I Need More Road.

AI has made software teams faster than the feedback loop. The harder business problem now is growth, trust, distribution, and having enough road for all that horsepower.

AIProduct EngineeringGrowth

June 15, 2026

The Agent Told Me It Was HIPAA Compliant

AI can generate convincing healthcare software. It cannot declare your product safe, legal, or compliant just because the checklist looks complete.

AIHealthcareCybersecurityCompliance

June 9, 2026

The magic in the meeting

AI can make execution cheap, but the real product judgment still happens when the right people stay with the problem together.

AIProductLeadership

June 5, 2026

A Runtime for Non-Deterministic UI

JSON Lisp started with a question: what if AI could stream the right interface for one user instead of forcing everyone through the winning side of an A/B test?

Case StudyAIInterface Design

June 4, 2026

Production CTO for the AI-Prototype Era

Founders can get farther than ever with AI tools. The hard part is crossing the final mile into software customers can trust.

Fractional CTOAIProduct Engineering

June 2, 2026

What to Do When Your AI Prototype Gets Stuck

The demo proved something. Now you need to figure out whether it is a product, a workflow, a throwaway prototype, or a technical trap.

AI PrototypesProduct RescueFounders

June 1, 2026

Turning a Homegrown Lead Tool Into a SaaS Opportunity

Gault Family Companies had an aging lead system, deep home-services expertise, and a chance to modernize internal software into a product for businesses like theirs.

Case StudyInternal ToolsProduct Engineering

May 30, 2026

Rebuild or Repair Your MVP?

A messy MVP does not automatically need a rewrite. The right call depends on what the current system is costing the business.

MVPTechnical DebtProduct Rescue

May 27, 2026

How to Rescue a Failed Agency Build

A bad agency handoff can leave founders with code, invoices, and no confidence. The rescue starts by separating blame from diagnosis.

Agency HandoffProduct RescueFounders

May 24, 2026

What a Product Rescue Audit Should Tell You

A useful audit should not just list problems. It should tell a founder what to do next, what to avoid, and what risk the business is carrying.

Product RescueFractional CTODue Diligence

May 1, 2026

When the Rewrite Is the Responsible Move

BEST App Suite started as a mobile migration. Years of real user behavior taught us why a Rails PWA was the better product for people with traumatic brain injury.

Case StudyAccessibilityHealthcare

April 18, 2026

Misunderstanding Technical Debt

Technical debt is not automatically bad. The real problem is when nobody remembers what the debt bought or when it has come due.

Technical DebtEngineering LeadershipStartups

March 29, 2026

Client Anxiety Is Product Signal

An anxious customer is not always a delivery problem. Sometimes they are showing you where the product, process, or promise is unclear.

ClientsProductDelivery

February 17, 2026

Marketplaces Do Not Start as Marketplaces

The cold start problem is not a technical problem first. It is the part of the business most founders have to solve by hand.

MarketplacesProduct StrategyStartups

December 12, 2025

When an AI Project Needs a Rules Engine

Incentiviiz started with an LLM thesis. The real product needed a hands-on fractional CTO, deterministic software, and AI used in the right place.

Case StudyAIProduct Engineering

September 18, 2025

Modernizing a Service Admin UI Without a Rewrite

A service admin panel had become hard to change. The fix was not a full rewrite, but an AI-assisted strangler migration from strange React patterns to predictable code.

Case StudyProduct RescueReact