Episodes

  • Please & Thank Yous
    Jun 12 2026

    Should you say "please" and "thank you" to your AI? Tim does. James absolutely does not. In this episode of Breaking the Build, Tim and James debate AI politeness, token optimization, caveman speak prompts, and whether being rude to your LLM shapes the agent you're building over time. Plus: the Gemini calendar incident, AI as therapist, and James's plan to outsource his mean prompting to a dedicated executioner bot.

    Topics covered: AI politeness, token usage, prompt engineering, LLM behavior, caveman speak, anthropomorphizing AI, AI addiction, Claude Code, ChatGPT, Google Gemini, AI tools for developers.

    Perfect for: developers and tech professionals who use AI tools daily, anyone curious about how prompt style affects AI output, and people who have ever felt vaguely guilty about being rude to a chatbot.

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    57 mins
  • Disconnecting
    May 20 2026

    A bicycle fell on Tim's iPhone. The repair took three hours. In suburban Columbus, Ohio — a place entirely built around having a phone — this was a minor crisis. In episode eight of Breaking the Build, Tim and James explore what it actually means to disconnect from technology, why intentional unplugging feels nothing like forced unplugging, and whether raw-dogging a flight is a spiritual experience or just suffering with good posture.

    Topics covered: digital detox, smartphone dependency, tech and mental health, work-life balance in tech, phantom notifications, screen time, location sharing, and disconnecting from technology.

    This fun technology podcast takes an honest look at what modern life with a phone actually feels like — and what happens when it's suddenly gone. Includes: phantom buzzes on a Garmin watch, a detailed Survivor strategy, and Tim's long-term plan to return from a year off the grid and crash a finale ceremony.

    Perfect for: tech professionals, anyone interested in digital wellness, people who've thought about doing a phone detox but haven't, and remote workers.


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    43 mins
  • Claude Complete My TODO List
    Apr 13 2026

    If you've been sneaking in AI prompts from the couch while your family watches TV, this episode is for you. Tim and James get honest about how much time they're actually spending with AI coding tools, what they've built, and whether any of us really know what we're doing — or just watching a very convincing cardboard town.

    Topics covered: AI coding tools, Claude Code, vibe coding, AI addiction, software development productivity, building with AI, AI limitations, prompt engineering, and using AI for non-developers.

    This casual tech podcast covers the real day-to-day experience of building with AI: the wins, the database deletions, and the weird slot machine psychology that keeps you coming back. Featuring the truss plate theory of AI-assisted development, a goof plate that Google couldn't find but Claude could, and Tim's plan to run the entire development process from school drop-off.

    Perfect for: developers using AI tools, tech enthusiasts, anyone curious about AI in software development, and people wondering if AI will replace programmers.

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    36 mins
  • Does Size Matter?
    Mar 27 2026

    From 40-inch curved monitors to tiny foldable phones — does the size of your device actually affect how well you get work done? In episode nine of Breaking the Build, Tim and James debate the perfect screen setup, the case for and against foldable phones, and the very specific rules Tim has developed about which device is allowed to do what.

    Topics covered: monitor sizes, foldable phones, device productivity, remote work setup, tablet vs laptop, responsive web design, mobile vs desktop, retro gaming phones, work from home tech.

    This casual tech podcast explores the surprisingly personal relationship people have with their devices — and what it says about you when you pull out a tri-fold phone in a business meeting. Also: why Tim sits on his phone, the physics limit of foldable screens, a Windows 98 website that someone built in 2024 on purpose, and Tim's prediction that humans will eventually need blue light to survive.

    Perfect for: tech enthusiasts, remote workers, developers, and anyone who has ever argued about monitor setups or phone sizes.

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    47 mins
  • Technology Rewires Your Brain
    Jan 28 2026

    A PhD professor once claimed he could predict future programmers from a 25-question quiz. That paper has since been retracted. But the question it raised — are some people wired for technology, or does technology rewire how you think? — is exactly what Tim and James dig into in episode ten of Breaking the Build.

    Topics covered: software development aptitude, learning to code, AI and programming, developer mindset, how technology changes thinking, coding bootcamps vs traditional education, structured thinking in tech, and digital literacy.

    This fun technology podcast traces the personality traits that seem to cluster around developers — curiosity, fearlessness, a preference for structure — and asks whether those traits lead people to tech or whether tech creates them. Includes: Tim's nonprofit for teaching kids to code, his brother's first experience debugging CSS, two separate hardware fires, and a formal prediction that by 2027, we will be making sacrifices to appease AI.

    Perfect for: software developers, people learning to code, tech enthusiasts, anyone curious about how a developer's brain works, and career changers considering a tech career.

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    53 mins
  • A Retro Resurgence
    Jan 8 2026

    Vinyl is outselling CDs. Physical books are making a comeback. Retro gaming is driving demand for CRT televisions. And server-side rendering is being rediscovered by a generation of developers who learned on React. In episode three of Breaking the Build, Tim and James ask: Is this nostalgia, or is something else going on?

    Topics covered: vinyl records vs streaming, physical books vs e-books, film photography vs digital, retro gaming and CRT monitors, server-side rendering, HTMX and Astro.js, streaming copyright and digital ownership, and the future of physical media.

    This fun technology podcast covers the retro tech revival from both the consumer and developer sides — and lands on a theory about why some formats come back while others (DVDs, we're looking at you) just quietly die. Also: a t-shirt cannon that shoots 1,500 feet, a shirt press that nearly sent someone to the hospital, and the case for cargo shorts.

    Perfect for: tech enthusiasts, developers, retro tech fans, vinyl collectors, and anyone worried about content disappearing from streaming platforms.

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    51 mins
  • There's Too Much Stuff On the Internet
    Dec 19 2025

    Is Google actually getting worse — or is there just too much internet? In episode two of Breaking the Build, Tim and James get into why search results have become a minefield of SEO spam, why everyone secretly adds "Reddit" to their Google searches, and what a React security vulnerability has to do with JavaScript running where it was never supposed to.

    Topics covered: Google search quality, SEO and content farms, Next.js and React security vulnerabilities, JavaScript on the server, Node.js, abstraction in modern web development, paid vs free search engines.

    This casual tech podcast covers both the big-picture frustrations of using the internet in 2025 and the very specific developer pain of maintaining code built on too many layers of abstraction. Plus: a Pi-hole that accidentally broke household shopping, and a working theory that the internet just needs a hard reboot.

    Perfect for: web developers, software engineers, tech enthusiasts, and anyone who has ever added "Reddit" to a Google search.

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    55 mins
  • JavaScript Is a Millennial
    Dec 5 2025

    JavaScript turned 30 this year — which officially makes it a millennial. In this first episode of Breaking the Build, Tim and James dig into three decades of web development history: browser wars, the rise of TypeScript, and why nobody would get in a JavaScript space shuttle (except maybe Tim).

    Topics covered: JavaScript history, TypeScript vs JavaScript, AI in software development, vibe coding, front-end vs back-end development, and code reviews vs productivity metrics.

    Whether you're a developer who lived through the Netscape Navigator days or someone just getting started in tech, this casual tech conversation covers where the web came from, where AI fits in today, and why overconfident AI is still easier to work with than overconfident coworkers.

    Perfect for: software developers, web developers, JavaScript developers, tech enthusiasts, and anyone curious about the history of the internet.

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    46 mins