Digital Products Fail Before They Break: The Hidden Decisions That Seal Their Fate
Digital products don’t fail at scale. They fail earlier, when leadership defers decisions and early success hides constraints that later become impossible to fix.
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Tech Leadership
Digital Transformation Guide
At the beginning of 2019, I reviewed all my notes about my experience in digital transformation initiatives and decided to write a guide
Strategy Fails When Architecture Is Ignored
Strategy fails when ambition outruns architecture and messaging replaces structural feasibility.
When Rewarding Heroics Manufactures Fragility
Rewarding those who “save the day” doesn’t build resilience. It trains organizations to recognize value only after failure—and quietly manufactures fragility.
Buy vs. Build: Making Strategic Decisions in Tech
How to decide whether to build or buy software: practical frameworks, real cases, and lessons for CTOs, fintechs, and startups.
Building a Business-Aligned Technology Roadmap
Discover how to create a business-aligned technology roadmap that bridges strategy and execution. Learn how a technology roadmap can evolve with purpose.
Rethinking Remote Work in Tech: Challenges, Opportunities, and the Way Forward
Explore the challenges and opportunities of remote work in tech, and discover strategies to thrive in a remote-first future.
Architecture & Systems
Strategy Fails When Architecture Is Ignored
Strategy fails when ambition outruns architecture and messaging replaces structural feasibility.
Replacing Critical Software Without Stopping the Business
How to replace critical software without freezing the business or betting everything on a big bang. A leadership-driven approach to controlled change.
The October 2025 AWS Outage: What It Really Teaches Us
Cloud failures are inevitable. The real lesson is to design for resilience and recover fast.
Build vs. Buy Software: A CTO's Strategy for Making Smart Decisions
Build vs. Buy: Weighing control vs. speed. A CTO’s guide to making strategic software decisions that drive efficiency and innovation.
Programming is Writing: How Software Development Resembles Creating a Novel as a Team
Discover why software development is like writing a novel as a team and how this metaphor helps to understand its complexities.
Building a Command-Line Interface to Boost IT Productivity
Boost IT productivity by building an internal CLI to automate tasks, share knowledge, and streamline workflows across your team.