Building Great Engineering Teams on a Startup Budget (5-10 people) November 12, 2025 I was at a gathering of CTOs last week, talking about the antipatterns that make a brittle engineering... Read more
Landing the Plane November 10, 2025 You’re a founder. The company you’ve built with love and sleepless nights , the dream that eclipsed relationships, family,... Read more
Is the Founder Coachable? October 30, 2025 More startups die from suicide than homicide… We work with a great number of venture capital firms. Successful... Read more
Founders: Don’t Get Fired June 20, 2025 One of the quiet heartbreaks of startup life is when a founder is fired from their own company.... Read more
Waiting Is Not Leading June 17, 2025 A startup CEO sits in a particularly passionate leadership team meeting. The debate is heated but respectful. Two... Read more
Instant Code ≠ Instant Company: How Established Startups Can Compete in the AI Era April 16, 2025 Imagine the scene: a solo founder, perhaps fueled by caffeine, dictates ideas to an advanced AI. Code materializes... Read more
User Manual April 9, 2025 It was 2021. One of my CEOs pinged me with a request. He asked if I would get... Read more
Who Has a Voice, and Who Has a Vote? March 3, 2025 In the early days of startup life, decision-making tends to feel straightforward. That might seem counterintuitive — after all, the... Read more
Are You a Prosecutor or a Problem-Solver? February 2, 2025 The Power of a Good Question “He who asks a question is a fool for five minutes; he... Read more
“Founder Mode” Is a Dangerous Red Herring August 9, 2024 Love the conversation. Disagree with the implied conclusion. I won’t summarize Paul Graham’s essay on founder vs. manager... Read more
R.O.S. Return on Safety August 6, 2024 When do employees share opinions freely? When do they call attention to system frailties? When do they jump... Read more
Management Debt Series: Learn How To Deliver Feedback October 23, 2023 It's been said time and again that people don't quit jobs; they quit managers. And why do they... Read more
Management Debt Series: Learn How To Run a @#$#@ Meeting September 17, 2023 There are two separate paths to startup success. The first and far more celebrated path is the one... Read more
Management Debt – The Perilous Cost Of Not Knowing How To Run A Larger Org March 9, 2023 I have a neighbor. Name is George. Marine veteran. Early 70s. Built like a mountain carved down into... Read more
Time To Armor Up — A New Era Of Fundraising Is Upon Us January 6, 2023 We guide a lot of fundraises. And we see them across a wide spread of geographies, domains, and... Read more