The Blog

Articles on AI, coaching, product strategy, and building a business that matters.

382 posts tagged "business-advice"

When Coding Takes No Time, Who Loses Power?

business-adviceJan 7, 2026

I sat with a Fortune 100 architect in 2003 who told me idea-to-prototype took 24 months. Today it takes an hour. But the real disruption isn't speed. It's what happens to the people whose power depends on timelines being long.

business-adviceai

Your AI Knows the Rules. It Doesn't Know Why They Exist.

insightsJan 5, 2026

Rule engines capture what you decided. AI agents need to know why. A story about how perfect rule execution cost one company millions in lost revenue.

insightsbusiness-adviceai

Stop Giving Your AI Better Prompts. Start Giving It Your Decision-Making.

agency-adviceJan 1, 2026

I stopped writing better prompts for Claude Code. Instead, I wrote down how I make decisions.

agency-advicecoachingbusiness-adviceclaude-codeai

I Hired an Engineering Manager, Architect, Developer, Designer, and QA Engineer. None of Them Are Human.

agency-adviceDec 22, 2025

I've been building new web applications every week. Not prototypes. Not MVPs that embarrass me. Real applications that work. And I did it by hiring a team I never have to manage. Here's what I know after years of building software with human teams: the code is rarely the hard part. It's the coordination. The...

agency-advicecoachingbusiness-adviceai

Stop Prompting AI for Every Task. That's Not Automation—That's Just Faster Manual Labor.

coachingDec 21, 2025

Most people use AI like a faster typewriter. They prompt, AI outputs, they clean it up. Repeat. Every single time. But here's what I've realized after watching hundreds of founders try to \"leverage AI for productivity\": you're still the bottleneck. You're still required for every task. You haven't automated anything—you've just sped up your own...

coachingbusiness-adviceai

Why Great Leaders Focus on Destinations, Not Directions

coachingMay 5, 2025

Do you find yourself micromanaging your team's every move? Are you frustrated when people don't follow your exact instructions? Do you wonder why brilliant employees seem disengaged when given detailed step-by-step procedures? If you've experienced any of these situations, you're likely falling into a common leadership trap: confusing the destination with the journey. The Destination...

coachinginsightsbusiness-advice

Keeping Your Top Talent Engaged

coachingNov 29, 2023

Keeping high performers engaged at work not only maximizes productivity, but also drives revenue up. I won't bore you with the research, but studies show that a single top achiever can deliver as much productivity as up to four average employees. In the heart of every small business, there are standout stars - the...

coachingbusiness-advice

Learning Something New

insightsAug 29, 2023

I graduated college 30 years ago. Email wasn't a big thing, and the web (and YouTube) didn't really exist. So imagine what it took, how much work was involved, to learn something new. I'm not saying I walked to school in the snow, uphill both ways. But learning something new meant either finding a mentor...

insightsbusiness-advice

Choosing a Pricing Strategy

agency-adviceAug 20, 2023

This week I'm headed to WordCamp US (#WCUS) and will see folks that I haven't seen in a couple of years. I stepped away from a full time focus on WordPress about 18 months ago, and I'm excited to circle back and see so many friends in a single event. I'm not speaking, sponsoring, or...

agency-advicebusiness-adviceproduct-work

Scaling Your Business Requires Understanding Your Unit Economics

coachingAug 17, 2023

In the world of business, understanding unit economics is crucial for achieving scalability, profitability, and maintaining overall business health. It provides valuable insights into the financial performance of a company, allowing entrepreneurs and managers to make informed decisions about resource allocation, pricing, and profitability. I spend a decent amount of time talking about this in...

coachingbusiness-advice

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