The Pragmatic Engineer

Gergely Orosz built The Pragmatic Engineer newsletter into one of the most-read publications in software, and the podcast spun out of it keeps the same tone: specific, opinionated, and written by someone who has actually shipped code at Uber, Skype, and Microsoft. Each episode is a long interview with an engineer, manager, or founder, and Orosz is unusually good at asking the questions readers of his newsletter would actually want answered. How did Stripe's engineering org scale past 1,000 people without collapsing? What does on-call really look like at Cloudflare? How do staff engineers spend their Tuesdays? Guests have included DHH, Martin Fowler, Charity Majors, Will Larson, and engineers from companies most podcasts never reach past the PR team. Orosz is Hungarian, records from Amsterdam, and has a direct interview style that skips the small talk and gets into headcount, compensation bands, and migration horror stories within the first ten minutes. Episodes lean longer, often 90 minutes or more, and the RSS feed doubles as an audio companion to the newsletter rather than a standalone show. If you write code for a living and want to hear how other senior engineers are thinking about AI tooling, hiring, or career moves right now, this has quickly become essential listening.