The GAIN Report

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The Clerical Rot of Manual Inventory — and the AI That Just Killed It

Jun 10, 2026

The Clerical Rot of Manual Inventory — and the AI That Just Killed It

Some processes survive because they work. Most survive because nobody got around to killing them.

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Why I'm Reopening a 2020 File

Jun 8, 2026

Why I'm Reopening a 2020 File

Six years ago, I built a list of small-town businesses I believed had a real shot. Then I shelved it. This week it came back off the shelf — and AI changed every line.

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The Estate Attorney's Inventory Problem (And Why AI Just Solved It)

Jun 7, 2026

The Estate Attorney's Inventory Problem (And Why AI Just Solved It)

Every probate attorney has the same problem and almost none of them talk about it. The months it takes to figure out what the decedent actually owned.

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Standing in the Rubble: What Happens When You Can't Prove What You Owned

Jun 5, 2026

Standing in the Rubble: What Happens When You Can't Prove What You Owned

After every major loss event in Florida, I have watched the same scene. A homeowner in the driveway. An adjuster with a tablet. In 2026, the tablet has AI running on it. That changes the math less than you think.

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Why the FEMA Claim Gets Denied After the Storm

Jun 3, 2026

Why the FEMA Claim Gets Denied After the Storm

The storm is the part every town plans for. The part that quietly costs a town money shows up months later, in a letter from FEMA.

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The Alpine Playbook: A City Manager's Field Guide to Knowing What You Own

Jun 1, 2026

The Alpine Playbook: A City Manager's Field Guide to Knowing What You Own

When I became city manager of a bankrupt Texas town, the most expensive problem on my desk was a question no one could answer: what does this city own, and what shape is it in?

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