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Comparison table of a personal AI account against an enterprise tenant across four rows: whether your input stays out of model training, whether you can state retention and data location, whether access ends when the employee does, and whether the tool learns your business from your own documents. The enterprise tenant answers yes to all four.

Your People Are Already Using AI. The Only Question Is Whose.

October 12, 2026 Donovan Kelley

A policy that bans AI only changes where people use it. What actually differs between a personal account and an enterprise one, the four decisions a leadership team owns, and the one-page policy that holds.

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Posted in: AI Governance
Timeline of the ninety days before a cyber insurance renewal: at ninety days out, answer last year’s questionnaire honestly in private; at sixty days, close what can genuinely close in eight weeks such as multifactor gaps and shared administrator accounts; at thirty days, write down what stays open and the date it closes; then renewal.

Your Cyber Insurance Renewal Is a Security Audit You Did Not Schedule

September 28, 2026 Donovan Kelley

The renewal questionnaire is the most honest read on your security program most companies get all year. What it is really asking, where the cost lands, and what to close in the ninety days before it arrives.

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Posted in: Security Economics
Diagram of a board security update: four numbered movements - where we stand, what changed since last time, what I need from you today, and what we are accepting for now - beside a dimmed appendix column holding tool inventories, raw vulnerability counts, industry threat news and acronyms.

What Your Board Needs From a Security Update — and What You Can Safely Leave Out

September 14, 2026 Donovan Kelley

Security leaders and boards usually talk past one another, and more information is not the fix. What belongs in a board security update, what can safely be left out, and why the difference matters.

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Posted in: Board & Governance

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