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  • Are You a Peacetime or Wartime CTO? Your Company Needs Both
    Have you ever noticed how different CTOs seem to have completely different jobs? Some are deep in the code, making rapid-fire decisions about architecture…
    Matt Watson · 2025-02-25
  • Stop Writing Better Docs. Start Having Better Conversations.
    Finding yourself frustrated with endless requirement documents that still lead to misunderstandings? You're not alone.
    Matt Watson · 2025-02-20
  • Why Your Engineering Team Needs a Product Manager, Not a Project Manager
    Building scalable SaaS platforms requires more than just efficient engineering teams. Recently on Product Driven, I had a conversation with Jerel, our…
    Matt Watson · 2025-02-18
  • Stop Talking About Tech Stacks in Executive Meetings
    Technical leadership is a journey of constant evolution. Recently, I sat down with Adam Horner, a renowned CTO coach who has worked with hundreds of…
    Matt Watson · 2025-02-13
  • Zero to $50M: 5 Hard-Won Lessons Scaling a Global Development Team
    In 2018, I faced a familiar challenge that many technical leaders encounter - Amazon and Microsoft had recruited away my best developers, and another key…
    Matt Watson · 2025-02-11
  • Demo Days Bridge the Gap Between Engineers and Executives
    Software engineers often operate in their own world, heads down writing code, while executives are focused on business metrics and market opportunities.
    Matt Watson · 2025-02-06
  • How to Run Effective Quarterly Developer Reviews
    Building and maintaining a high-performing development team requires more than just hiring great talent. One of the most crucial aspects is having a…
    Matt Watson · 2025-02-04
  • The Hidden Costs of AI Development Tools: What CTOs Need to Know
    As 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…
    Matt Watson · 2025-01-30
  • The Three Faces of Technical Leadership: Understanding the Critical Roles That Drive Engineering Success
    As a CTO and startup founder for over 20 years, I've experienced firsthand how technical leadership evolves as organizations grow.
    Matt Watson · 2025-01-28
  • The Cultural Guide to Global Software Teams
    Building global software teams is more complex than just finding talented developers - it's about understanding and embracing cultural differences.
    Matt Watson · 2025-01-23
  • From Coder to Leader: The Challenging Transition Technical Founders Must Make
    Building great software is about solving complex technical problems, but scaling a successful software company requires solving an even more complex…
    Matt Watson · 2025-01-21
  • 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.
    Matt Watson · 2025-01-16
  • Your Users Hate Extra Steps
    Let 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…
    Matt Watson · 2025-01-14
  • The Art of Saying No to Feature Requests: A Guide to Making Better Product Decisions
    One of the most challenging aspects of building software products is learning when to say no. I've had countless conversations with developers and product…
    Matt Watson · 2025-01-09
  • Building Features in Silence: Why Product Marketing Needs to Be Part of Your Development Cycle
    If a development team ships a new product feature and no one tells the customers about it, did it really ship?
    Matt Watson · 2025-01-07
  • Why Industry Knowledge Trumps Technical Expertise in 2025
    2025 is the year CTOs must evolve or risk becoming obsolete. I recently spoke with CTO coach Adelina Chalmers about this transformation, and one thing…
    Matt Watson · 2025-01-02
  • The 5-Minute vs 5-Day Rule: Finding the Sweet Spot for Developer Support
    One 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…
    Matt Watson · 2024-12-19
  • The Asynchronous Myth: Why Some Development Teams Need Face Time to Succeed
    The push for fully asynchronous development teams is hurting product quality. Don't get me wrong - I hate unnecessary meetings as much as anyone.
    Matt Watson · 2024-12-17
  • The Hidden Cost of Not Having Technical Leadership
    I recently spoke with a founder who spent $350,000 on development agencies before realizing her life partner was the CTO she needed all along.
    Matt Watson · 2024-12-12
  • Stop Polishing the Floor: When Perfect Becomes the Enemy of Launch
    Recently, I spoke with a first-time founder who perfectly illustrated a challenge I see repeatedly: the endless pursuit of perfection preventing product…
    Matt Watson · 2024-12-10
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