Xmas Special: Software Industry Transformation - Why Software Development Must Mature With Vasco Duarte
Scrum Master Toolbox Podcast: Agile storytelling from the trenches
Release Date: 12/22/2025
Scrum Master Toolbox Podcast: Agile storytelling from the trenches
Steve Martin: Coaching Product Owners to Be the Voice of the Customer In this episode, we refer to video and . The Great Product Owner: Rob Gard's Customer Obsession Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: . "The role of the PO really is to help the team empathize with the user, the customer of the product, because that's how they can develop great solutions." - Steve Martin Rob Gard worked at a fintech firm and is now CPO of a major fintech company. Steve...
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Steve Martin: Making Scrum Master Success Visible with OKRs That Actually Work Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: . "It is not the retrospective that is the success of the retrospective. It is the ownership and accountability where you take improvements after the session." - Steve Martin The biggest problem for Scrum Masters isn't just defining success—it's being able to shout it from the rooftops with tangible evidence. Steve champions OKRs as an amazing...
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Steve Martin: Why Agile Fatigue Means We Need to Change Our Approach Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: . "We teach transformation, we support transformation, we help change, but we don't really understand what they're changing from." - Steve Martin Steve believes Agile as a whole is on the back foot, possibly regressing. There's palpable fatigue in the industry, and transformation in its current form hasn't been the success we hoped. Organizations still...
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Steve Martin: When a Distributed Team's Energy Vanishes into the Virtual Void Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: . "They weren't a team, they were a group of individuals working on multiple different projects." - Vasco Duarte (describing Steve's team situation) The infrastructure team looked promising on paper: Product Owner in Italy, hardware engineers in Budapest, software engineers in Bucharest, designers in the UK. The team started with energy and...
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Steve Martin: When the Gospel of Agile Becomes a Barrier to Change Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: . "It took me a while to realize that that's what I was doing. I felt the reason wasn't working was them, it wasn't me." - Steve Martin Steve carried the Scrum Guide like a Bible in his early days as an Agile coach. He was a purist—convinced he had an army of Agile practitioners behind him, ready to transform every team he encountered. When teams...
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BONUS: The Operating System for Software-Native Organizations - The Five Core Principles In this BONUS episode, the final installment of our Special Xmas 2025 reflection on Software-native businesses, we explore the five fundamental principles that form the operating system for software-native organizations. Building on the previous four episodes, this conversation provides the blueprint for building organizations that can adapt at the speed of modern business demands, where the average company lifespan on the S&P 500 has dropped from 33 years in the 1960s to a projected 12 years by...
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BONUS: Breaking Through The Organizational Immune System - Why Software-Native Organizations Are Still Rare With Vasco Duarte In this BONUS episode, we explore the organizational barriers that prevent companies from becoming truly software-native. Despite having proof that agile, iterative approaches work at scale—from Spotify to Amazon to Etsy—most organizations still struggle to adopt these practices. We reveal the root cause behind this resistance and expose four critical barriers that form what we call "The Organizational Immune System." This isn't about resistance to change; it's...
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Xmas Special: Recovering the Essence of Agile - What's Already Working in Software-Native Organizations In this BONUS Xmas Special episode, we explore what happens when we strip away the certifications and branded frameworks to recover the essential practices that make software development work. Building on Episode 2's exploration of the Project Management Trap, Vasco reveals how the core insights that sparked the Agile revolution remain valid - and how real organizations like Spotify, Amazon, and Etsy embody these principles to thrive in today's software-driven world. The answer isn't to...
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Xmas Special: Why project management tools fail software development - and what works instead! In this BONUS episode, we dive deep into The Project Management Trap, continuing our exploration from Episode 1 where we established that software is societal infrastructure being managed with tools from the 1800s. We examine why project management frameworks - designed for building railroads and ships - are fundamentally misaligned with software development, and what happens when we treat living capabilities like construction projects with defined endpoints. The Origin Story - Where Project...
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Xmas Special: Software Industry Transformation - Why Software Development Must Mature - a five-episode deep dive into how software as an industry needs to transform. In this opening episode, we explore the fundamental disconnect between how we manage software and what software actually is. From small businesses to global infrastructure, software has become the backbone of modern society, yet we continue to manage it with tools designed for building ships in the 1800s. This episode sets the stage for understanding why software development must evolve into a mature discipline. Software...
info_outlineXmas Special: Software Industry Transformation - Why Software Development Must Mature
Welcome to the 2025 Xmas special - a five-episode deep dive into how software as an industry needs to transform. In this opening episode, we explore the fundamental disconnect between how we manage software and what software actually is. From small businesses to global infrastructure, software has become the backbone of modern society, yet we continue to manage it with tools designed for building ships in the 1800s. This episode sets the stage for understanding why software development must evolve into a mature discipline.
Software Runs Everything Now
"Without any single piece, I couldn't operate - and I'm tiny. Scale this reality up: software isn't just in tech companies anymore."
Even the smallest businesses today run entirely on software infrastructure. A small consulting and media business depends on WordPress for websites, Kajabi for courses, Stripe for payments, Quaderno for accounting, plus email, calendar, CRM systems, and AI assistants for content creation. The challenge? We're managing this critical infrastructure with tools designed for building physical structures with fixed requirements - an approach that fundamentally misunderstands what software is and how it evolves. This disconnect has to change.
The Oscillation Between Technology and Process
"AI amplifies our ability to create software, but doesn't solve the fundamental process problems of maintaining, evolving, and enhancing that software over its lifetime."
Software improvement follows a predictable pattern: technology leaps forward, then processes must adapt to manage the new complexity. In the 1960s-70s, we moved from machine code to COBOL and Fortran, which was revolutionary but led to the "software crisis" when we couldn't manage the resulting complexity. This eventually drove us toward structured programming and object-oriented programming as process responses, which, in turn, resulted in technology changes!
Today, AI tools like GitHub Copilot, ChatGPT, and Claude make writing code absurdly easy - but writing code was never the hard part. Robert Glass documents in "Facts and Fallacies of Software Engineering" that maintenance typically consumes between 40 and 80 percent of software costs, making “maintenance” probably the most important life cycle phase. We're overdue for a process evolution that addresses the real challenge: maintaining, evolving, and enhancing software over its lifetime.
Software Creates An Expanding Possibility Space
"If they'd treated it like a construction project ('ship v1.0 and we're done'), it would never have reached that value."
Traditional project management assumes fixed scope, known solutions, and a definable "done" state. The Sydney Opera House exemplifies this: designed in 1957, completed in 1973, ten times over budget, with the architect resigning - but once built, it stands with “minimal” (compared to initial cost) maintenance. Software operates fundamentally differently. Slack started as an internal tool for a failed gaming company called Glitch in 2013. When the game failed, they noticed their communication tool was special and pivoted entirely. After launching in 2014, Slack continuously evolved based on user feedback: adding threads in 2017, calls in 2016, workflow builder in 2019, and Canvas in 2023. Each addition changed what was possible in organizational communication. In 2021, Salesforce acquired Slack for $27.7 billion precisely because it kept evolving with user needs. The key difference is that software creates possibility space that didn't exist before, and that space keeps expanding through continuous evolution.
Software Is Societal Infrastructure
"This wasn't a cyber attack - it was a software update gone wrong."
Software has become essential societal infrastructure, not optional and not just for tech companies. In July 2024, a faulty software update from cybersecurity firm CrowdStrike crashed 8.5 million Windows computers globally. Airlines grounded flights, hospitals canceled surgeries, banks couldn't process transactions, and 911 services went down. The global cost exceeded $10 billion. This wasn't an attack - it was a routine update that failed catastrophically. AWS outages in 2021 and 2023 took down major portions of the internet, stopping Netflix, Disney+, Robinhood, and Ring doorbells from working. CloudFlare outages similarly cascaded across daily-use services. When software fails, society fails. We cannot keep managing something this critical with tools designed for building physical things with fixed requirements. Project management was brilliant for its era, but that era isn't this one.
The Path Ahead: Four Critical Challenges
"The software industry doesn't just need better tools - it needs to become a mature discipline."
This five-episode series will address how we mature as an industry by facing four critical challenges:
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Episode 2: The Project Management Trap - Why we think in terms of projects, dates, scope, and "done" when software is never done, and how this mindset prevents us from treating software as a living capability
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Episode 3: What's Already Working - The better approaches we've already discovered, including iterative delivery, feedback loops, and continuous improvement, with real examples of companies doing this well
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Episode 4: The Organizational Immune System - Why better approaches aren't universal, how organizations unconsciously resist what would help them, and the hidden forces preventing adoption
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Episode 5: Software-Native Organizations - What it means to truly be a software-native organization, transforming how the business thinks, not just using agile on teams
Software is too important to our society to keep getting it wrong. We have much of the knowledge we need - the challenge is adoption and evolution. Over the next four episodes, we'll build this case together, starting with understanding why we keep falling into the same trap.
References For Further Reading
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Glass, Robert L. "Facts and Fallacies of Software Engineering" - Fact 41, page 115
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CrowdStrike incident: https://en.wikipedia.org/wiki/2024_CrowdStrike_incident
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AWS outages: 2021 (Dec 7), 2023 (June 13), and November 2025 incidents
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CloudFlare outages: 2022 (June 21), and November 2025 major incident
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Slack history and Salesforce acquisition: https://en.wikipedia.org/wiki/Slack_(software)
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Sydney Opera House: https://en.wikipedia.org/wiki/Sydney_Opera_House
About Vasco Duarte
Vasco Duarte is a thought leader in the Agile space, co-founder of Agile Finland, and host of the Scrum Master Toolbox Podcast, which has over 10 million downloads. Author of NoEstimates: How To Measure Project Progress Without Estimating, Vasco is a sought-after speaker and consultant helping organizations embrace Agile practices to achieve business success.