Tag: Startup Lessons


  • A Quiet Group Chat Is Not a Co-Founder Conflict

    My co-founder and I have been building our company together for several years. Not long ago, I learned that one of our investors had started to worry about our co-founder relationship. The reason was a group chat in which the two of us had gone quiet. The worry was understandable, but it was wrong. We…

  • A Revenue Plan Is Not a Strategy

    For my last coaching session, I brought a list of questions about our team setup. One product manager wants to move to our managed service, so who takes over the areas that become free? My coach listened and then said that all of it was tactics and that the business strategy behind it was missing:…

  • Learning to Negotiate After Losing a Deal

    One of our first enterprise deals fell through after months of work. The customer believed in the product and trusted us to deliver. In the analysis afterwards, and through conversations with a coach, it became clear that a significant part of the problem was how we had negotiated. That led me to start reading Negotiation…

  • I valued the programs my team kept skipping

    Structured learning programs felt like real development. The team kept reaching for short courses and coaching instead, and they were mostly right. A note on the founder’s time horizon, and what AI changes about it.

  • Our onboarding worked for people who didn’t need it

    We thought our onboarding developed people. Mostly we hired self-starters and paid for external coaches. A note on misattribution.