Gary's Insights

Field-tested lessons from decades in commercial insurance.

Sharp, practical commentary on vendor compliance, Certificates of Insurance, contract insurance requirements, and AI-assisted contract review — written for the people who actually sit across the table from brokers, property managers, and enterprise clients.

Latest insights

Fresh field notes and broker truths

Field Note

The Insurance Requirements Vendors Miss Most Often

Waivers, Primary & Non-Contributory, Completed Operations tails — the quiet clauses that trip up otherwise compliant vendors.

7 min read
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Broker Truth

AI Contract Review for Brokers — What Actually Helps

Where AI-assisted contract extraction saves brokers real time, and where a human still has to sit down and read.

8 min read
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Coming Soon

The Certificate Holder Confusion

We're publishing new field notes every couple of weeks. Check back soon.

Coming Soon

How Brokers Read Your Contract

We're publishing new field notes every couple of weeks. Check back soon.

Coming Soon

Renewal Season Playbook

We're publishing new field notes every couple of weeks. Check back soon.

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