Insights

Notes from the CIO seat.

Practical, vendor-neutral takes on IT strategy, security, vendors, and AI for Oklahoma City businesses — written by Grey Lawson, not a content mill.

August 26, 2026 · Cybersecurity

Your Employees Can't Spot the Fake Anymore

Over 82% of phishing is now AI-generated. The old “look for bad grammar” training is dead. Here’s what actually protects an Oklahoma City business in 2026.

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August 18, 2026 · Vendor Management

Your IT Vendors Are Counting on You Not Reading the Contract

Auto-renewals, hidden add-ons, and SLA exclusion clauses are quietly costing Oklahoma businesses thousands annually. What to audit before you sign again.

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August 12, 2026 · Disaster Recovery

Your VMware Renewal Tripled. That's Not Your Biggest Problem.

Before you switch virtualization platforms over a renewal quote, ask the question that actually protects your business: can you get your data back without the vendor?

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August 4, 2026 · AI & Automation

You Bought the AI. Your Team Still Isn't Using It.

30–60% of Microsoft Copilot licenses sit barely used six months after purchase. Here's why the AI adoption gap is real — and what separates the businesses getting a return from the ones just paying a subscription.

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August 3, 2026 · IT Strategy

Two Hosts, Four, Ten: What Your Business Actually Needs at Each Stage

Most businesses get quoted for the stage a vendor wants them to reach, not the one they're in. A practical growth path — and what to skip at each step.

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August 1, 2026 · Insights

7 Signs Your OKC Business Needs a Fractional CIO

Seven concrete questions every Oklahoma City business owner should be able to answer today — without calling IT first. Each one is a governance gap, not a technology gap.

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July 28, 2026 · Cloud & M365

Your Microsoft 365 Plan Got More Expensive on July 1. Here's What Came With It.

Microsoft bundled real new security and Copilot features into Business plans when it raised prices. Most OKC businesses are paying more and using less. Here's what to look at.

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July 22, 2026 · Cybersecurity

Five Security Questions to Ask Your IT Provider This Week

Most breaches trace back to a setting somebody left wrong, not a sophisticated attacker. Five questions that surface the gaps — no technical background required.

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July 20, 2026 · Vendor Management

What Your MSP Contract Actually Says When Things Go Wrong

MSP liability caps, auto-renewal traps, and SaaS waste — the vendor governance gaps that quietly cost Oklahoma businesses money every month.

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July 1, 2026 · AI

AI Readiness for Oklahoma Small Businesses: What Actually Matters in 2026

82% of small businesses have bought AI tools; most will never see a return. Where AI actually earns its keep — and the readiness steps to take before you turn it on.

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June 29, 2026

What Does a Fractional CIO Cost in Oklahoma?

Three ways to buy IT leadership — a full-time IT director, an MSP, or an independent fractional CIO — and what each actually costs, with real 2026 OKC numbers.

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June 27, 2026 · Case Study

Ransomware Hit a Multi-Site Business. We Were Back in Two Hours.

A 2020 ransomware attack, two hours of downtime, no ransom paid. The setup that made the difference.

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June 27, 2026 · Case Study

An Independent Security Assessment of a County Health Department

A four-person team, a full security review of a government agency, reported to leadership. Why independent verification beats the vendor selling the fix.

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June 27, 2026 · Case Study

Integrating an Acquired Manufacturer’s IT

Acquisitions look clean on the org chart and messy in the server room. How I owned a manufacturer acquisition integration end to end.

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June 25, 2026

MSP vs. Fractional CIO: What's the Difference — and Which Does Your OKC Business Need?

An MSP keeps your systems running. A fractional CIO owns the strategy behind it. Here's the distinction in plain terms, plus an owner's test for which one you're missing.

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