Why Can't You Go Faster With AI? Focus on the Friction to Find Out

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1. 

   E1310 · 5 Sep 2026 · 16 min

   You Don't Learn Helplessness - You Learn Control

   A 1967 study gave us the concept of learned helplessness — but the same researchers later reversed it. Passivity is our default state; control is what we learn. In this episode, I unpack what that neuroscience means for how you face hard things in your career, and why the action you take doesn't have to match the size of your problem.

2. 

   E1308 · 21 Aug 2026 · 15 min

   Why Reducing Complexity Is A Sign of Seniority

   As you grow as an engineer, something counterintuitive happens: the systems you build get simpler, not more complex. In this episode, I explore why senior engineers tend to collapse abstractions, accept certain risks, and reduce the surface area they're responsible for — and what drives that shift underneath the surface. Understanding the reasons behind the trend is what lets you get there on purpose instead of waiting a decade to arrive there accidentally.

3. 

   E1307 · 14 Aug 2026 · 23 min

   A Pragmatic Definition for Accountability

   Accountability is one of the most important concepts in your career—and one of the most frequently weaponized. In this episode, I unpack why so many of us have a visceral reaction to the word, and offer a pragmatic, functional definition that reframes accountability as something a good engineer actually invites. Drawing a parallel to software bug reports and root-cause analysis, I explain how healthy accountability creates clarity of expectation rather than surprise punishment.

4. 

   E1306 · 22 Jul 2026 · 19 min

   Using Substition to Make Decisions Simpler

   The skills you've built for reading people, reviewing code, and making calls under uncertainty all rely on the same brain shortcut: substituting an easier question for a hard one. In this episode, Jonathan explores how to take that automatic mental trick and use it on purpose — shrinking weighty, paralysis-inducing decisions down to the small, low-stakes actions they're actually made of.

5. 

   E1305 · 10 Jul 2026 · 25 min

   Your Single Most Important Tool for Managing the Uneven Downsides of Risk

   The skills you build and the tools you master matter, but they aren't your most important asset when things go wrong — and something eventually will. In this episode, I work through why our careers and lives are governed more by avoiding catastrophic downside than by chasing upside, and why the single best tool for surviving a bad event isn't testing, insurance, or money — it's genuine trust with the people around you.

6. 

   E1303 · 18 Jun 2026 · 31 min

   Software Engineering Principles That Still Hold Up in an Agentic World - Old Lessons Made New

   The skills problem isn't going anywhere — it's just wearing new clothes. In this episode, I unpack how the lessons we learned decades ago (limiting work in progress, the theory of constraints, test-driven development) are coming roaring back as the fundamentals that will carry you through the agentic shift. The bottleneck has moved, and knowing where it went changes how you should work.

7. 

   E1302 · 10 Jun 2026 · 28 min

   Principles Oriented Thinking as a Durable Skill in an AI First World

   The skills that survive every industry shakeup aren't the ones you can Google — they're softer, harder to name, and far more durable. In this episode, Jonathan explores principle-oriented thinking: the practice of stripping away the labels we attach to tools, roles, and even ourselves to see what something actually does at its core. It's the difference between handing your coding off to an agent and rethinking your entire workflow around what these new materials are truly capable of.

8. 

   E1301 · 3 Jun 2026 · 28 min

   What the Science Actually Says About Effective Feedback

   Feedback is one of the hardest skills in any career, and most of us have only experienced a handful of moments where it actually drove positive change. In this episode, Jonathan explores how to give and receive feedback that leads to real growth — starting with setting your ego aside, getting clear on your goal, and using behavior-based models like SBI and Netflix's Four A's. It's a durable skill that turns a contentious, dreaded conversation into a genuine pathway to career development.

9. 

   E1300 · 27 May 2026 · 27 min

   Rebuilding Your Mental Models In the Midst Of an AI Tech Revolution

   If you're a software engineer right now, the questions you're asking about your career probably feel existential. We've been spending a lot of time on this show preparing for the changing industry—what skills matter, what mindset works—and one answer keeps surfacing: your ability to update your mental models is itself the critical skill. In today's episode, I push on that idea directly. Some of the thinking models that defined good software engineering for the last decade deserve real scrutiny now, and a few of them may deserve to be thrown out entirely. This is an uncomfortable ask,…

10. 

    E1299 · 24 May 2026 · 20 min

    Practice Isn't Enough for Senior Engineers - Adaptation Is a Key Skill in an AI-First Industry

    If you're a software engineer right now, you likely feel like your world is changing overnight. We are writing half or less the amount of code that we wrote even a year ago, which represents a seismic, groundbreaking shift in our industry. For many of us, this career has always been engaging for deeply creative and intellectual reasons—and that excitement is still here. But our mental models of what it means to be a good engineer, and what it means to keep improving, have gone a little stale. In today's episode, I want to talk about a distinction that I believe will become the cornerstone…