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Episode Highlights [00:00:48] What Makes Software Maintainable Don explains why unnecessary complexity is the biggest barrier to maintainability, drawing on themes from A Philosophy of Software Design. [00:03:14] The Cost of Clever Abstractions A real story from a Node.js API shows how an unused abstraction layer around MongoDB made everything harder without delivering value. [00:04:00] Shaping Teams and Developer Tools Don describes the structure of the Searchcraft engineering team and how the product grew out of recurring pain points in client projects. [00:06:36] Reducing Complexity Through SDK and Infra Design Why Searchcraft intentionally limits configuration to keep setup fast and predictable. [00:08:33] Lessons From Consulting Robby and Don compare consulting and product work, including how each environment shapes developers differently. [00:15:34] Inherited Software and Abandoned Dependencies Don shares the problems that crop up when community packages fall behind, especially in ecosystems like React Native. [00:18:00] Evaluating Third-Party Libraries Signals Don looks for before adopting a dependency: adoption, update cadence, issue activity, and whether the library is “done.” [00:19:40] Designing Code That Remains Understandable Why clear project structure and idiomatic naming matter more than cleverness. [00:20:29] RFCs as a Cultural Anchor How Don’s team uses RFCs to align on significant changes and avoid decision churn. [00:23:00] Documentation That Adds Context Documentation should explain why, not echo code. Don walks through how his team approaches this. [00:24:11] Type Systems and Maintainability How Don’s journey from PHP and JavaScript to TypeScript and Rust changed his approach to structure and communication. [00:27:05] Testing With Types Stable type contracts make tests cleaner and less ambiguous. [00:27:45] Building Trust in AI Systems Don discusses repeatability, hallucinations, and why tools like MCP matter for grounding LLM behavior. [00:29:28] AI in Developer Tools Search Craft’s MCP server lets developers talk to the platform conversationally instead of hunting through docs. [00:33:21] Improving Legacy Systems Slowly The Strangler pattern is a practical way to replace old systems one endpoint at a time. [00:34:11] Deep Work and Reducing Reactive Noise Don encourages developers to carve out time for uninterrupted thinking rather than bouncing between notifications. [00:36:09] Measuring Progress Build times, test speeds, and coverage provide signals teams can use to track actual improvement. [00:38:24] Changing Opinions Over a Career Why Don eventually embraced TypeScript after initially writing it off. [00:39:15] Industry Trends and Repeating Cycles SPAs, server rendering, and the familiar pendulum swing in web architecture. [00:41:26] Experimentation and Team Autonomy How POCs and side projects surface organically within Don’s team. [00:44:42] Growing Skills Through Intentional Goals Setting learning targets in 1:1s to support long-term developer growth. [00:47:19] Where to Find Don LinkedIn, Blue Sky, and his site: donmackinnon.dev. (https://donmackinnon.dev/) Resources Mentioned • A Philosophy of Software Design (https://web.stanford.edu/~ouster/cgi-...) by John Ousterhout • John Ousterhout’s Maintainable.fm Interview (Episode 131) (https://maintainable.fm/episodes/john...) • Searchcraft (https://www.searchcraft.io/) • Elastic (https://www.elastic.co) • Algolia (https://www.algolia.com) • WordPress Plugin Directory (https://wordpress.org/plugins/) • Request for Comments (RFC) (https://en.wikipedia.org/wiki/Request...) • Strangler Fig Pattern (https://martinfowler.com/bliki/Strang...) • C2 Wiki (https://wiki.c2.com) • Model Context Protocol (MCP) (https://www.anthropic.com/news/model-...) • Glam AI (https://glam.ai) • Aubrey/Maturin Series ( / aubreymaturin ) by Patrick O’Brian • Master and Commander (https://en.wikipedia.org/wiki/Master_...) • donmackinnon.dev (https://donmackinnon.dev/) Thanks to Our Sponsor! Turn hours of debugging into just minutes! AppSignal (https://www.appsignal.com/?utm_source...) is a performance monitoring and error-tracking tool designed for Ruby, Elixir, Python, Node.js, Javascript, and other frameworks. It offers six powerful features with one simple interface, providing developers with real-time insights into the performance and health of web applications. Keep your coding cool and error-free, one line at a time! Use the code maintainable to get a 10% discount for your first year. Check them out! (https://www.appsignal.com/?utm_source...)