What happens when a perfectly designed software system crashes in production because of a single deployment error? You learn the most important lesson in engineering: If you write it, you run it.
In this episode, Ben and Noah welcome long-time colleague and technology thought leader Dave Holbrook (CTO at Owner.com). Dave shares his journey from the world of massive enterprises to the fast-paced reality of hyper-growth startups. The trio dives deep into the "unsexy" reality of software architecture...navigating office politics, managing crushing technical debt, and why the goal of "zero tech debt" is a dangerous fantasy.
Dave also pulls back the curtain on his daily workflow, revealing how he uses AI agents to write tests, generate specs, and manage tickets, and explains why he believes the unit cost of code is heading to zero.
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