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AI Strategy#

AI Use Jumped From 48% to 77%. The Rules Didn't Move.

AI adoption sprinted. The rules never left the starting line.

Between mid-2024 and this January, the share of small businesses using AI regularly jumped from 48% to 77%, per Intuit's May report, built on surveys of more than 34,000 small and midsize business owners. I've watched that curve from the inside, on client engagements and in our own workshops.

Here's the question I've started asking owners: "Can you show me your AI policy?"

Fractional AI Team vs. Point Solutions: What SMBs Actually Need

Do you need another AI tool? What SMBs actually need. A business owner overwhelmed at his desk, facing a screen full of AI tools.

Buying another AI tool feels like progress. Most of the time it means you added one more subscription to a workflow that was already messy.

That's the pattern I keep seeing in SMBs right now. The team buys a writing tool, a chatbot tool, a meeting tool, an automation tool, maybe an agent tool on top of that. The demos look sharp. The trial goes well. Then the real business shows up. Data is inconsistent. Nobody owns the workflow. The approvals are fuzzy. The CRM is half-right. The reporting is manual. The tool didn't fail. The operating system around it did.

That's why so many AI investments stall after the excitement phase.

Why Your Domain Expertise Is More Valuable Than Your AI Prompt

Why Your Domain Expertise Is More Valuable Than Your AI Prompt

Most business owners are quietly paying for software that almost fits their business.

A platform that locks them in. A vendor that ships features they didn't ask for. A line item that climbs every renewal whether the team uses it or not.

Last month, an owner in a room I was in mentioned, almost as an aside, that he'd built his own property management operating system with AI. In seven days. The kind of thing his industry rents from vendors for around $200,000 a year.

The room went quiet.

AI Slop Is a Confession

AI Slop Is a Confession

You've seen it. The LinkedIn post that reads like a robot summarized a robot. The sales email that opens with "Dear [First Name]" and goes downhill from there. The blog post so generic it could be about any company in any sector on any planet.

"Slop" became Merriam-Webster's Word of the Year in 2025. The American Dialect Society picked it too. Everyone agrees the problem is real.

But here's the question nobody's asking: why does the slop exist?

What Block Gets Right and Wrong About AI-Driven Organizations

Block recently published an essay arguing that AI will replace organizational hierarchy — that the span-of-control constraint governing every large organization since the Roman legions can finally be broken. The essay, introduced with an endorsement from Sequoia, spends considerable time on military history before arriving at Block's vision: a company organized as "an intelligence" rather than a hierarchy, where AI maintains a "world model" of operations and coordinates work that previously required layers of human management.

The piece is ambitious. It is also roughly 80% historical context, 15% vision, and 5% acknowledgment that none of this exists yet. Let's extract what's actually useful.