08/04/2026
"What's the best way to stay up to date with AI?"
I get this a lot. Here's my slightly contrarian answer after 20+ years in Fortune 500 tech consulting, watching wave after wave of technology roll through:
The tools don't matter. At least not as much as where and how you use them.
AI tools are maybe 90% accurate at best, and something new launches every week. But they don't fail because the AI is bad. They fail because the tool has no context on your business. It doesn't know your customers, your pricing, your process, or what "good" looks like in your shop. It demos great, then can't do the job.
So flip the question. Instead of "how do I stay current on tools," build three things that compound:
1. Pick one tool and get great with it. Claude, ChatGPT, the specific one matters less than people think. Use it for everything for 30 days. Live in it. Train it, challenge it, let it challenge you. When a better tool shows up next year, you carry that context over with one prompt.
2. Know your workflows cold. AI can only automate what you can describe. The operators getting real value aren't the ones with the fanciest tools. They're the ones who know exactly how work moves through their business and where the real constraint is.
3. Hire AI like an employee, not a tool. Onboard it. Give it the context a new hire would get. Correct it. Connect it to the systems it needs. Give it a job description and a standard, and ask for a deliverable, not an answer. People who use it like Google get slightly better search results and decide it's overhyped. People who onboard it like a new hire get leverage.
For staying current without drowning, I lean on basically one source: Greg Isenberg's Startup Ideas podcast. What's actually working in real businesses, not demos. One good filter beats twenty newsletters, because newsletters keep you reading about tools instead of using them.
The tools will keep changing. Context, knowing your real workflows, and treating AI like an employee won't.
That's where I'd put your attention.
What's the one tool you've actually gone deep on?