GovernanceJuly 13, 20267 min
Nobody owns your technology decisions
The problem is not that every small business needs a CIO. The problem is that every business still makes CIO-level decisions, even when nobody has that role.
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AI and Technology Blog
Field notes on AI, risk, and business technology
Practical thinking on systems, risk, resilience, decision-making, and business operations under pressure.
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AI TrainingJuly 27, 20266 min
I hold a stack of AI certificates. Here is what they're worth.
AI certificates are useful as receipts for learning. They are weak evidence that someone can protect your business.
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StrategyJune 29, 20267 min
I built the wrong thing first
The most common small-business technology failure is not building too little. It is building something the business cannot operate after the consultant leaves.
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StrategyJune 15, 20267 min
The AI wrote code that would have destroyed a live spreadsheet
AI-generated code can be useful. It can also invent the parts of your system it cannot verify, and that is exactly where a small business gets hurt.
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AI TrainingJune 1, 20266 min
Why I will not promise you will master AI
You do not need mastery. You need durable judgment, repeatable habits, and enough confidence to keep learning as the tools change.
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AI TrainingMay 18, 20266 min
The first thing I teach, and it isn't prompting
Most AI training starts with clever prompts. I start with how to tell whether the answer deserves your trust.
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GovernanceMay 4, 20268 min
What Your Board Should Be Asking About Technology
The companies that lose money to a technology failure rarely have no oversight. They have oversight that looked sufficient until it was tested. Five questions that separate real visibility from the appearance of it, written for board members, investors, and senior leadership.
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StrategyApril 20, 20267 min
When AI Advice Replaces IT Strategy, Here Is What Gets Missed
Every SMB owner is being told AI will solve their technology problems. AI is a tool, not a strategy, and adopting it without governance, risk oversight, or anyone who understands the full environment creates new exposure faster than it creates value.
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GovernanceApril 6, 20267 min
What a bank does before it lets a new tool touch customer data
Regulated institutions do not approve tools because the demo looked good. They ask who is accountable before customer data moves.
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AI GovernanceMarch 23, 20267 min
Your staff are already pasting client information into ChatGPT
Most small businesses do not approve AI use. Their staff approve it one copied paragraph at a time.
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AI TrainingMarch 9, 20267 min
You're not behind. You were lied to.
Most small-business owners are not late to AI. They are reacting to three years of urgency sold as instruction.
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