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That voicemail from your client can finally turn into notes
AI

That voicemail from your client can finally turn into notes

Paid ChatGPT plans can now take an audio file and give you a transcript, a summary, or a follow-up email. A quick how-to, plus the two things to check before you hit upload.
16 Oct 2026 2 min read
ChatGPT got an upgrade last week. The useful part is a calculator.
AI

ChatGPT got an upgrade last week. The useful part is a calculator.

GPT-6 can now answer with charts, buttons, and small working tools. Turn one of your back-of-the-envelope calculations into something you can reuse in fifteen minutes.
12 Oct 2026 2 min read
Count businesses and AI use is 18 percent. Count employees and it's 32.
AI

Count businesses and AI use is 18 percent. Count employees and it's 32.

The Census Bureau publishes both numbers out of the same survey. The gap between them is the clearest picture anyone has of who is actually using AI, and it isn't you.
29 Sep 2026 2 min read
The AI you didn't ask for is already on your invoice
AI

The AI you didn't ask for is already on your invoice

Google put Gemini into Workspace and raised the price. Microsoft did the same to its consumer plans. The biggest AI decision most small businesses will make isn't a purchase, it's a reprice they were never asked about.
22 Sep 2026 2 min read
The Breach
AI

The Breach

Eleven businesses got breached in 26 seconds. Not 11 in a week. Twenty-six seconds. Somebody pointed AI agents at two known flaws in print management software. Print software. The most boring thing in your building. The campaign hit at least 440 instances across 395 organizations in 48 countries. Here&
21 Sep 2026 1 min read
The Slowdown Debate
AI

The Slowdown Debate

Anthropic's CEO just asked the entire AI industry to slow down. Then OpenAI's CEO agreed. Then Elon agreed. Three companies burning billions to beat each other, suddenly aligned on tapping the brakes. That's worth noticing. Here's what it isn't: a
16 Sep 2026 1 min read
Developers got six months. You got two weeks.
AI

Developers got six months. You got two weeks.

OpenAI gives API developers at least six months before it retires a model. ChatGPT subscribers got fifteen days. The gap tells you exactly how visible your workflow is to the company you depend on.
15 Sep 2026 2 min read
Your software isn't on the list
AI

Your software isn't on the list

The whole AI agent story assumes the AI can reach your systems. Look at which systems it actually reaches, and you find two office suites, a developer tool and a password manager.
08 Sep 2026 2 min read
Everyone bought a login. Hardly anybody changed a process.
Members only
Newsletter

Everyone bought a login. Hardly anybody changed a process.

04 Sep 2026 4 min read
Nobody designed these tools for a three-person business. The pricing page proves it.
AI

Nobody designed these tools for a three-person business. The pricing page proves it.

You're not behind because you're on an individual plan. The business tier isn't the grown-up version. It's the version for companies with a headcount problem you don't have.
01 Sep 2026 2 min read
Two-thirds of small businesses "use AI." Most are still just writing emails with it.

Two-thirds of small businesses "use AI." Most are still just writing emails with it.

Depending on which survey you read, somewhere between half and two-thirds of small businesses now use AI. Sounds like a revolution. Then you ask what they're actually doing with it, and the picture gets a lot smaller. Most of it is content. Drafting emails. Writing a social
24 Jul 2026 1 min read
Small businesses are moving on AI fast. That's not the same as moving well.

Small businesses are moving on AI fast. That's not the same as moving well.

Something real is happening. The data I trust most, from the Federal Reserve and the Census Bureau, shows business AI use climbing steadily, sitting around 18 to 20 percent of all firms by early 2026 on the strict definition, and closer to 4 in 10 in professional services. (Those numbers
10 Jul 2026 1 min read
Everyone says small businesses have an AI skills gap. They don't.

Everyone says small businesses have an AI skills gap. They don't.

There's a story going around in every 2026 report and conference panel. It goes like this: small businesses are falling behind on AI because their people lack the skills. The fix, supposedly, is training. Courses. Certifications. Get everybody literate and the problem solves itself. I've spent
03 Jul 2026 1 min read
Most businesses don't have an AI tool problem. They have five of them.
AI

Most businesses don't have an AI tool problem. They have five of them.

Walk into a business that's "using AI" and here's what you usually find. ChatGPT open in one tab. Some chatbot bolted onto the website that nobody checks. An email tool with an AI button the owner clicked once. A note-taker that records every
26 Jun 2026 1 min read
The 6 hours you're spending on the wrong things
AI

The 6 hours you're spending on the wrong things

HubSpot published data earlier this year showing the average person using AI in their work recovers 6.1 hours a week. I'm going to flag this one with a caveat: treat it as directional, not gospel, and go verify it yourself if you're making decisions based
19 Jun 2026 1 min read
Your AI isn't failing. Your Monday is.

Your AI isn't failing. Your Monday is.

Every survey this year says the same thing. Small business owners are interested in AI. Optimistic, even. The intent is high. And yet the follow-through keeps lagging behind the interest. The Fed's own data shows firms planning to adopt running ahead of firms actually using, for two
19 Jun 2026 1 min read
Behind on AI?

Behind on AI?

Most companies assume they're behind on AI because they don't have the right tools yet. That's not why they're behind. OpenAI published its first B2B Signals report this month. The finding that should reframe how you think about this: frontier companies now
19 Jun 2026 1 min read
How many licenses?

How many licenses?

Your company bought AI licenses twelve months ago. Half your team has access. Three people use it regularly, and two of them figured it out on their own. Sound familiar? Here's what's actually happening. The AI got bolted onto how you already work. Nobody redesigned the
12 Jun 2026 1 min read
AI is not on autopilot. It shouldn't be.
AI

AI is not on autopilot. It shouldn't be.

There's a thing happening right now where people set up an AI workflow, watch it run a few times, and then stop watching. They assume it's working because it's moving. That's not automation. That's hoping. The businesses getting real returns
05 Jun 2026 1 min read
Your Company Has AI. So, Why Aren't Things Running Better?
Newsletter

Your Company Has AI. So, Why Aren't Things Running Better?

Most leadership teams I talk to right now have the same look when the subject of AI comes up. Not excitement. Not fear. More like tired guilt. They did the workshops. They bought the tools. They sat through the all-hands where someone from IT explained what a large language
01 Jun 2026 4 min read
AI Problem?

AI Problem?

You don't have an AI problem. You have an execution problem that AI just made visible. Deloitte's 2026 State of AI report dropped this month with a number that should stop every leadership team cold. Sixty percent of employees now have access to AI tools. Fewer
29 May 2026 1 min read
The Most Common Business Systems Mistakes and How to Fix Them
Business Systems

The Most Common Business Systems Mistakes and How to Fix Them

After working through dozens of business audits, the same problems show up over and over again. Different businesses, different industries, different sizes. Same mistakes. That's actually good news. It means the fixes are known. You don't have to figure out something new. You have to recognize
19 May 2026 5 min read
How to Know When Your Business Is Ready to Scale
Business Systems

How to Know When Your Business Is Ready to Scale

Most business owners think about scaling in terms of demand. When you have enough clients, enough revenue, enough momentum, that's when you scale. You hire more people, spend more on marketing, and take on more work. But demand is not the right signal. Plenty of businesses have scaled
12 May 2026 4 min read
What Does a Business Operations Overhaul Actually Look Like?
Business Systems

What Does a Business Operations Overhaul Actually Look Like?

The phrase "operations overhaul" sounds large and disruptive. Like something that requires months of downtime, a team of consultants, and a budget that most small businesses don't have. The reality is different. A well-executed operations overhaul doesn't shut your business down. It runs
05 May 2026 4 min read
What Is the Difference Between SEO and AEO?
AEO

What Is the Difference Between SEO and AEO?

If you've spent any time trying to grow your business online, you've heard of SEO. Search Engine Optimization. The practice of making your website show up on Google when people search for what you do. AEO is newer. Answer Engine Optimization. And while it sounds similar,
21 Apr 2026 4 min read
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