- Are You a Peacetime or Wartime CTO? Your Company Needs BothHave you ever noticed how different CTOs seem to have completely different jobs? Some are deep in the code, making rapid-fire decisions about architecture…
- Stop Writing Better Docs. Start Having Better Conversations.Finding yourself frustrated with endless requirement documents that still lead to misunderstandings? You're not alone.
- Why Your Engineering Team Needs a Product Manager, Not a Project ManagerBuilding scalable SaaS platforms requires more than just efficient engineering teams. Recently on Product Driven, I had a conversation with Jerel, our…
- Stop Talking About Tech Stacks in Executive MeetingsTechnical leadership is a journey of constant evolution. Recently, I sat down with Adam Horner, a renowned CTO coach who has worked with hundreds of…
- Zero to $50M: 5 Hard-Won Lessons Scaling a Global Development TeamIn 2018, I faced a familiar challenge that many technical leaders encounter - Amazon and Microsoft had recruited away my best developers, and another key…
- Demo Days Bridge the Gap Between Engineers and ExecutivesSoftware engineers often operate in their own world, heads down writing code, while executives are focused on business metrics and market opportunities.
- How to Run Effective Quarterly Developer ReviewsBuilding and maintaining a high-performing development team requires more than just hiring great talent. One of the most crucial aspects is having a…
- The Hidden Costs of AI Development Tools: What CTOs Need to KnowAs a CTO who has spent decades in the trenches, I've seen countless "revolutionary" tools promise to transform how we build software. Today, AI coding…
- The Three Faces of Technical Leadership: Understanding the Critical Roles That Drive Engineering SuccessAs a CTO and startup founder for over 20 years, I've experienced firsthand how technical leadership evolves as organizations grow.
- The Cultural Guide to Global Software TeamsBuilding global software teams is more complex than just finding talented developers - it's about understanding and embracing cultural differences.
- From Coder to Leader: The Challenging Transition Technical Founders Must MakeBuilding great software is about solving complex technical problems, but scaling a successful software company requires solving an even more complex…
- Your Customers Are Bad at Explaining Their Problems (And That's OK)Building great software products is a lot like being a doctor. Your customers come to you with symptoms, but they rarely tell you the underlying condition.
- Your Users Hate Extra StepsLet me share a brutal truth I've learned after decades of building software products: Your users don't care about your clever features if they have to…
- The Art of Saying No to Feature Requests: A Guide to Making Better Product DecisionsOne of the most challenging aspects of building software products is learning when to say no. I've had countless conversations with developers and product…
- Building Features in Silence: Why Product Marketing Needs to Be Part of Your Development CycleIf a development team ships a new product feature and no one tells the customers about it, did it really ship?
- Why Industry Knowledge Trumps Technical Expertise in 20252025 is the year CTOs must evolve or risk becoming obsolete. I recently spoke with CTO coach Adelina Chalmers about this transformation, and one thing…
- The 5-Minute vs 5-Day Rule: Finding the Sweet Spot for Developer SupportOne of the hardest challenges in managing software teams is knowing when to step in and when to step back. Recently, I had an interesting conversation…
- The Asynchronous Myth: Why Some Development Teams Need Face Time to SucceedThe push for fully asynchronous development teams is hurting product quality. Don't get me wrong - I hate unnecessary meetings as much as anyone.
- The Hidden Cost of Not Having Technical LeadershipI recently spoke with a founder who spent $350,000 on development agencies before realizing her life partner was the CTO she needed all along.
- Stop Polishing the Floor: When Perfect Becomes the Enemy of LaunchRecently, I spoke with a first-time founder who perfectly illustrated a challenge I see repeatedly: the endless pursuit of perfection preventing product…
