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(06:03) Brought to you by Unleash
Unleash is a private, flexible, and scalable feature flag system that lets teams decouple deployments from releases. It reduces the risk of shipping new features and gives organizations real-time control over what reaches production. And as AI accelerates development, Unleash helps engineering teams move fast and stay stable with safe rollouts and instant kill switches. Start a free trial of Unleash at getunleash.io/pricing.
Are you making critical decisions without consulting AI? Greg argues it’s now irresponsible for any leader to make high-stakes decisions without talking to AI first.
In this episode, Greg Shove, CEO of Section and a multi-time founder with 30 years of entrepreneurial experience, shares how AI is fundamentally different from any previous technology wave. Unlike traditional software that makes us more productive within our existing boundaries, AI allows us to jump capability boundaries – enabling individuals and organizations to do things they simply couldn’t do before.
Greg explains why most enterprise AI rollouts are failing (hint: they’re treating AI like software when it’s actually co-intelligence), how to cultivate resilience through multiple startup failures, and the practical strategies for getting teams to adopt AI (from simple hacks like putting a post-it note on your monitor to creating an entire AI-dedicated screen).
This conversation goes beyond the hype to explore both the superpowers and limitations of AI, the real organizational outcomes you can expect (spoiler: it’s not just about layoffs), and why moving from efficiency to creation is the key to unlocking AI’s true potential in your organization.
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Greg Shove’s Bio
Greg Shove is a seven-time CEO, all in on AI. After first using ChatGPT in February 2023, he pivoted his company Section to be AI-powered. Now he helps enterprise organizations move from AI-anxious to AI-proficient with a proven playbook, delivered through keynote speaking and executive workshops.
Greg is also the founder of Machine & Partners, an AI lab building custom enterprise AI applications, and co-author of Personal Math, a weekly newsletter sharing business insights for early-career leaders and founders.
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Show notes & transcript: techleadjournal.dev/episodes/240.
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(06:06) Brought to you by Jellyfish
AI tools alone won’t transform your engineering org. Jellyfish provides insights into AI tool adoption, cost, and delivery impact – so you can make better investment decisions and build teams that use AI effectively. See for yourself at jellyfish.co/platform/ai-impact.
Why do organizations constantly complain about having too much technical debt? Because they’re solving the wrong problem.
In this episode, Dr. Andrew Brown, author of “Taming Your Dragon: Addressing Your Technical Debt,” reveals a profound insight: technical debt isn’t fundamentally a technical problem. It’s a trade-off problem rooted in human bias, organizational systems, and economic incentives. Through his innovative “Technical Debt Onion Model,” Andrew shows how decisions about code quality happen across five interconnected layers, from individual cognitive biases to wicked problem dynamics.
Andrew explains why the financial debt analogy is dangerously misleading and, more importantly, how others can rack up debt you’ll eventually pay for. Drawing from behavioral economics, systems thinking, and organizational theory, he reveals why our emotions, not logic, drive most technical decisions, and how to work with this reality rather than against it.
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Andrew Brown’s Bio
Andrew Richard Brown has worked in software since 1999, starting as an SAP programmer fixing Y2K bugs. He realized the biggest problems in software development were human, not technical, and has since helped teams improve performance by addressing these issues.
Andrew coaches organizations on software development and quality engineering, focusing on technical debt, risk in complex systems, and project underestimation. He investigates how cognitive biases drive software problems and applies behavioral science techniques to solve them. His research has produced counterintuitive insights and fresh approaches. He regularly speaks at international conferences and runs a growing YouTube channel on these topics.
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Show notes & transcript: techleadjournal.dev/episodes/239.
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Why does an AI that brilliantly generates code suddenly fail at basic math? The answer explains why your LLM will fail when you least expect it.
In this episode, Emmanuel Maggiori, author of “Smart Until It’s Dumb” and “The AI Pocket Book,” cuts through the AI hype to reveal what LLMs actually do and, more importantly, what they can’t. Drawing from his experience building AI systems and witnessing multiple AI booms and busts, Emmanuel explains why machine learning works brilliantly until it makes mistakes no human would ever make.
He shares why businesses repeatedly fail at AI adoption, how hallucinations are baked into the technology, and what developers need to know about building reliable AI products.
Whether you’re implementing AI at work or concerned about your career, this conversation offers a grounded perspective on navigating the current AI wave without getting swept away by unrealistic promises.
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Emmanuel Maggiori’s Bio
Emmanuel Maggiori, PhD, is a software engineer and 10-year AI industry insider. He has developed AI for a variety of applications, from processing satellite images to packaging deals for holiday travelers. He is the author of the books Smart Until It’s Dumb, Siliconned, and The AI Pocket Book.
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Show notes & transcript: techleadjournal.dev/episodes/238.
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Can decades-old management philosophy actually help us tackle AI’s biggest challenges?
In this episode, John Willis, a foundational figure in the DevOps movement and co-author of the DevOps Handbook, takes us through Dr. W. Edwards Deming’s System of Profound Knowledge and its surprising relevance to today’s most pressing challenges. John reveals how Deming’s four-lens framework—theory of knowledge, understanding variation, psychology, and systems thinking—provides a practical approach to managing complexity.
The conversation moves beyond theoretical management principles into real-world applications, including incident management mistakes that have killed people, the polymorphic nature of AI agents, and why most organizations are getting AI adoption dangerously wrong.
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John Willis’ Bio
John Willis is a prolific author and a foundational figure in the DevOps movement, co-authoring the seminal The DevOps Handbook. With over 45 years of experience in IT, his work has been central to shaping modern IT operations and strategy. He is also the author of Deming’s Journey to Profound Knowledge and Rebels of Reason, which explores the history leading to modern AI.
John is a passionate mentor, a self-described “maniacal learner”, and a deep researcher into systems thinking, management theory, and the philosophical implications of new technologies like AI and quantum computing. He actively shares his insights through his “Dear CIO” newsletter (aicio.ai) and newsletters on LinkedIn covering Deming, AI, and Quantum.
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Show notes & transcript: techleadjournal.dev/episodes/237.
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In this episode, Honey Mittal, CEO and co-founder of Locofy.ai, explores one of the most exciting transformations in software development: the convergence of design and engineering through AI-powered automation.
Honey shares the fascinating journey of building Locofy, a tool that converts Figma designs into production-ready front-end code. But this isn’t just another AI hype story. It’s a deep dive into why Large Language Models (LLMs) fundamentally can’t solve design-to-code problems, and why his team spent four years building specialized “Large Design Models” from scratch.
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Whether you’re a front-end engineer tired of translating design pixel-by-pixel, a designer curious about coding, or a technical leader evaluating AI development tools, this episode offers practical insights into the future of software development.
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Honey Mittal’s Bio
Honey Mittal is the CEO and co-founder of Locofy.ai, a platform that automates front-end development by converting designs into production-ready code. Originally an engineer who built some of the first mobile apps in Singapore, Honey transitioned into product leadership after realizing his natural strength lay in identifying high-impact problems. He set a goal to become a CPO by 30 and achieved it, leading product transformations at major Southeast Asian scale-ups like Wego, FinAccel, and Homage.
Driven by a decade of experience and the “grunt work” he and his co-founder faced, he started Locofy to solve the costly friction between design and engineering. Honey is passionate about the future of AI in development, the rise of the “Design Engineer”, and proving that globally competitive, deep-tech companies can be built from Southeast Asia.
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Show notes & transcript: techleadjournal.dev/episodes/236.
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Can you navigate AI disruption without understanding your landscape? Discover how to gain true situational awareness.
The rise of AI has exposed a fundamental problem in how organizations make decisions. Most leaders operate using stories and graphs, not actual maps of their landscape. This leaves them vulnerable to disruption and unable to make informed choices about where to apply new technologies. The result is chaos, waste, and strategic mistakes that could have been avoided.
In this episode, Simon Wardley, creator of Wardley Mapping, explains how to build true situational awareness in your organization. He shares why most business “maps” aren’t really maps at all, how to understand the landscape before making decisions, and what leaders need to know about AI adoption beyond the current hype.
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Simon Wardley’s Bio
Simon Wardley is a researcher, former CEO, and the creator of Wardley Mapping, a powerful method for visualizing and developing business strategy. His journey began accidentally after a bookseller recommended Sun Tzu’s The Art of War, which sparked a fascination with understanding the competitive “landscape.”
As the former CEO of an online photo service acquired by Canon, he felt like a “fake CEO,” leading with stories while lacking true situational awareness. This led him to discover that almost all business “maps” were merely graphs, prompting him to develop his own mapping technique. Today, his work is used by organizations like NASA and taught at multiple MBA programs, helping leaders to “look before they leap” and navigate complex technological and market shifts, including the current disruption caused by AI.
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Show notes & transcript: techleadjournal.dev/episodes/235.
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How much of your code exists only to prevent failures? Discover a new paradigm for building reliable applications.
In this episode, Preeti Somal, SVP at Temporal, explores a paradigm shift that can dramatically boost productivity and give developers peace of mind. Drawing on her experience leading massive infrastructure at Yahoo and HashiCorp, she explains Temporal’s concept of durable execution that helps developers focus on business logic and remove reliability concerns. Preeti also discusses key findings from Temporal’s first State of Development Report.
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Preeti Somal’s Bio
Preeti is Senior Vice President of Engineering at Temporal. Preeti is passionate about building great products, growing world class organizations and solving complex problems. Prior to Temporal, Preeti led the Platform, Security and IT engineering organizations at HashiCorp. Her extensive career includes engineering leadership roles at Yahoo!, VMware and Oracle. While at Yahoo! Preeti was VP of Cloud Services in the Platform organization delivering highly scalable services used by engineers across Yahoo to build and operate applications with improved agility, reliability and security. These services power Yahoo!’s consumer and advertising business.
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Show notes & transcript: techleadjournal.dev/episodes/234.
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“Engineering leaders are stuck between the expectations put out by sensational headlines and the reality of what they’re seeing in their organization. There’s a big disappointment gap.”
Is your AI investment paying off? Many leaders struggle to see real ROI beyond the hype.
In this episode, Laura Tacho, CTO of DX, shares DX’s new research on measuring AI adoption success across 38,000+ engineers. Our conversation reveals why acceptance rates are misleading metrics and introduces DX’s new AI Measurement Framework™ with its three critical dimensions: utilization, impact, and cost. Learn why treating AI as an organizational problem closes the “disappointment gap” between hype and reality.
Note: This episode was recorded in July 2025. The AI adoption rate mentioned has since risen to nearly 80%.
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Laura Tacho’s Bio
Laura Tacho is CTO at DX, a developer intelligence platform, co-author of the Core 4 developer productivity metrics framework, and an executive coach. She’s an experienced technology leader and engineering leadership coach with a strong background in developer tools and distributed systems.
Her career includes leadership roles at organizations such as CloudBees, Aula Education, and Nova Credit, where she specialized in building high-performing engineering teams and delivering impactful products. Laura has worked with thousands of engineering leaders as they work to improve their engineering practices with data.
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Show notes & transcript: techleadjournal.dev/episodes/233.
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“Architecture is something that has to emerge naturally from the code. If it doesn’t make the code better, more elegant, and more flexible, then you should not be doing it.”
Why do so many developers have a love-hate relationship with ORM? The creator of Hibernate reveals the real reasons behind the controversy and what’s being done to fix the fundamental issues.
In this episode, Gavin King, the creator of Hibernate, shares the story behind its creation, from a debate with his boss to its rise as a popular open-source. He dives deep into why developers often dislike ORM, pinpointing the “magic” of the stateful persistence context as a major pain point.
Gavin explains how modern specifications are fixing these historical issues with an emphasis on type safety and more explicit, stateless operations, giving developers greater control.
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Gavin King’s Bio
Gavin King is the creator of Hibernate, the revolutionary framework that redefined data persistence for millions of Java developers. A key figure in the evolution of enterprise Java, he has led the development of major industry standards like the Java Persistence API (JPA) and CDI. After a decade designing the Ceylon programming language, he has returned to his roots to advance the next generation of data persistence with Jakarta EE.
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Show notes & transcript: techleadjournal.dev/episodes/232.
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Are long code review cycles killing your engineering team’s velocity? Learn how top engineering teams are shipping code faster without sacrificing quality.
In this episode, Greg Foster, CTO and co-founder of Graphite, discusses the evolution of code review practices, from the fundamentals of pull requests to the future of AI in code review workflows. He shares the secrets behind how the Graphite team became one of the most productive engineering teams by leveraging techniques like small code changes and stacked PRs (pull requests).
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Greg Foster’s Bio
Greg Foster is the CTO and co-founder of Graphite, an a16z and Anthropic-backed company helping teams like Snowflake, Figma, and Perplexity ship faster and scale AI-generated code with confidence. Prior to Graphite, Greg was a dev tools engineer at Airbnb. There, he experienced the impact of robust internal tooling on developer velocity and co-founded Graphite to bring powerful, AI-powered code review to every team. Greg holds a BS in Computer Science from Harvard University.
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Show notes & transcript: techleadjournal.dev/episodes/231.
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