The Blog

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

112 posts tagged "coaching"

How Estimating Changes in an AI World

aiFeb 17, 2026

Here's an interactive way to see how estimating changes in an AI world. Put in your own data and see the results.

aicoachingbusiness-adviceproduct-work

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

When Different People Do the Same Job, Magic Happens

coachingApr 30, 2025

Your Best Performers Don't Look Alike for a Reason Every organization has them – those standout performers who consistently deliver exceptional results but approach their work in completely different ways. Like musicians covering the same song, they hit all the required notes but express them through their unique style. What if these differences aren't problems...

coaching

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

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

How To Navigate The Lean Years

agency-adviceNov 30, 2022

Things are Going to Get Tough Instead of writing a post about the upcoming (or already here) recession, I thought I would go a bit broader and talk about how to navigate the lean years. Businesses of all sorts go into this time under a lot of stress. Let's be honest, I'm not an economist. I...

agency-advicecoachingproduct-work

Premature Optimization is a Timing Mistake

coachingNov 15, 2022

In the end, your success or failure is a combination of what you control (your decision making) and what you don't (timing). Most people aren't really great at decision making. But that's something you can get better at. So let's move to the harder dynamic that we can't control - and that's timing. Everything in...

coaching

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