Bob Michaels/ai
In the libraryEssays38Podcast10Shorts6
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Writing by Bob MichaelsRSS

Writing.

Arguments I can defend with data, about where the web is going and what it costs to arrive late.

There is no CMS behind this page. Every essay is a file in the repository, reviewed and shipped from git, which is the same claim the writing makes.

Newest first.

38 essays

October 1, 2026

Built with AI

5 min read

Building a Store Is Now a Conversation

Shopify Canvas lets merchants build a store by talking with an AI agent. The harder work is deciding what the store should say and checking that its content is true and readable by machines.

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September 24, 2026

Built with AI

5 min read

Whose Court Is the Ball In?

I built HALO to keep client work moving by showing who has the next move. Here is how I use it to manage projects with AI agents and keep unfinished work from sitting on my side.

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September 22, 2026

Readable by AI

5 min read

The Clicks Are Leaving Search

Google's AI Overviews are reducing clicks to websites. I explain what the research found and how I measure whether AI answers name a business and quote its facts.

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September 8, 2026

Transacting with AI

5 min read

Your Store Just Got a Second Storefront

Shopping agents can search a store's catalog, build a cart and hand a shopper to checkout in one conversation. I explain what product data needs to be readable and how to check whether AI tools can find it.

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August 20, 2026

Readable by AI

7 min read

Who Gets to Keep Score

Every measurement layer the web adopted got a public scoreboard before it got an agreed standard, and the scoreboard is what forced the definition. Agent readiness has audits and no scoreboard. Here are the four conditions a benchmark has to meet to deserve being believed, and the conflict of interest I am declaring up front.

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August 18, 2026

Readable by AI

7 min read

Agents Read Your Site Through the Accessibility Tree

Chrome's agent audit checks the accessibility tree because that tree is how software perceives a page. The structure built for screen readers is now the interface an AI agent uses to find and operate your controls, which hands a decade-old budget argument a second business case.

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August 13, 2026

Readable by AI

7 min read

Your Fee Schedule Is a PDF

The facts a buyer wants most are the ones most often locked inside a PDF, a slide deck, or a photograph of a printed page. A site can pass every technical check and answer nothing. Structure gets you read; only text gets you quoted.

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August 11, 2026

Readable by AI

7 min read

Conformance Is Not Citation

A site can pass every machine-readability check and still never be named when a buyer asks an AI system who to hire. Conformance is measured on property you own and citation is measured on property you do not. Here are the four positions the pair puts you in, and the different bill attached to each.

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August 6, 2026

Readable by AI

8 min read

Score Your Own Site for Agent Readability

The full rubric I use: fifteen mechanical checks in five groups, a hundred points, and an evidence line recorded for every one of them. Published rather than sold, because a score nobody can reproduce is worth nothing.

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August 4, 2026

Readable by AI

8 min read

Chrome Now Audits Your Site for AI Agents

Chrome added an experimental Agentic Browsing category to Lighthouse in May 2026, grading how well software can read and operate a page, while Google Search says none of those files affect ranking. Both are true, they answer different questions, and nobody has published a comparison across companies yet.

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July 30, 2026

Built with AI

5 min read

The CMS Era Is Sunsetting

WordPress peaked at 43.6% of all websites in 2025 and posted its first decline since W3Techs began tracking in 2011. Bob Michaels, building the web since 1994, argues the CMS era is sunsetting: websites are becoming software again, built with AI, readable by AI, and transacting with AI.

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July 28, 2026

Built with AI

10 min read

Human in Control: Draw the Approval Map Before the Workflow

Human in the loop usually means a person is present. Human in control means a person can inspect the evidence, stop the action, and own the decision. Here is the approval map to draw before you automate: action classes, named owners, evidence packets, four decision states, and the thresholds that keep it from becoming bureaucracy.

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July 23, 2026

Built with AI

9 min read

How to Evaluate an Agent Before It Touches Production

An AI agent is a stateful business process with tools and permissions, and it should be evaluated like one. Here is the four-class test matrix (normal, edge, adversarial, forbidden), the trace record, the two scores that must stay separate, and the release gates that decide production.

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July 21, 2026

Built with AI

9 min read

One Model Is Not an AI Strategy

A multi-model strategy is a stable task contract with portable evidence, and the vendors' own documentation explains why you need one: models retire on the provider's clock, notice windows run from two weeks to six months, and compatible APIs cover the request shape, never the behavior. Here is the dependency map and the exit test.

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July 14, 2026

Built with AI

9 min read

Grounded Means Cited or Declined

Retrieval is a component. Grounding is a contract: for consequential claims, the system cites approved evidence, states uncertainty, or declines, and logs which one happened. Here is the contract, the standard behind it, and the test that tells you whether a system honors it.

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July 9, 2026

Readable by AI

8 min read

How You Win the AI Head-to-Head

Losing the AI comparison is a finding, and findings have a method. Here is the loop I run to move the recommendation: query on a locked list, decode why the winner wins, engineer that evidence on your domain with one consolidated message, and verify by retesting. With the measured results, honestly framed.

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July 2, 2026

Readable by AI

8 min read

Stop Topic Chasing. Start Winning the Head-to-Head.

Topic chasing is the keyword-and-coverage playbook, and it measures inputs. The head-to-head measures who AI actually recommends. Here is the difference, the evidence for both halves, and how to keep your content program while changing its finish line.

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June 25, 2026

Built with AI

7 min read

Accessibility Is an AI Architecture Requirement

AI interfaces stream text, update live, and fail in new ways, and every one of those behaviors has an accessibility contract. Here is how WCAG maps onto chat and agent interfaces, and why it belongs in architecture, not remediation.

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May 28, 2026

Built with AI

9 min read

The Seven Actions an AI Agent Should Never Take Without a Named Owner

Agent permissions are being granted by integration scope instead of business consequence. Seven action classes need a named human owner no matter how automated execution gets: external communication, publication, financial commitment, access changes, destructive data actions, production deployment, and legal representation. Here is the list, with the bounded exceptions that keep it fast.

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Each essay is a typed entry in a registry and a component in the repository. The index, the sitemap, and the feed all read that one source, so publishing is a commit and nothing can drift out of sync. I build client sites the same way.