AI, platform engineering, and agentic operations
Editorial coverage of agentic DevOps, harness engineering, token governance, MCP, and the operational patterns emerging as AI agents enter production. Posts are practitioner-first: concrete, specific, and written by people building these systems. The harness engineering series and token cost guides are among the most detailed available anywhere.
First-person CTO perspective on navigating the AI transition in engineering organisations. Covers harness engineering, agentic DevOps, the changing shape of the CTO role, and how technology leaders think about AI adoption at the org level. One of the few sources writing seriously about what it means to lead an engineering team in the autonomous operations era.
The canonical reference for software architecture and design patterns. In 2026, Fowler's site added a significant body of work on harness engineering (Birgitta Böckeler's analysis of OpenAI's agentic coding experiment) and AI-assisted development. Essential reading for any architect-minded engineering leader.
The best technical writing on applied AI for practitioners. Covers model architecture, inference infrastructure, agent frameworks, and the state of the art in LLM tooling. Swyx and Alessio write with unusual technical depth and keep the focus on what practitioners actually need to build.
Engineering leadership and management
Gergely Orosz writes the most widely read engineering newsletter in the world for a reason: he covers what's actually happening inside large engineering organisations, with unusual access to practitioners at companies that don't usually talk publicly. Valuable for understanding industry norms and benchmarking your own eng practices.
Will Larson (CTO of Carta, previously Stripe and Uber) writes deeply about engineering leadership, staff engineering, and technical strategy. An Engineering World Without Managers and Staff Engineer are required reading. If you're thinking about org design or career ladders, his writing is the most structured available.
Community and editorial platform for engineering leads. Covers management practices, team dynamics, technical decisions, and career development. Particularly useful for first-time engineering managers and newly promoted VPs navigating the transition from technical to organisational leadership.
Todd Hoff's long-running curation of how large-scale systems are built. Especially valuable for understanding the architectural decisions behind systems at the scale you're building toward — or benchmarking whether your current architecture will hold.
Technical strategy and thinking
Ben Thompson's analysis of technology business models and competitive dynamics. Not focused on engineering, but essential for CTOs who need to connect technical decisions to business outcomes. The AI strategy coverage in 2025–2026 is particularly relevant for leaders trying to frame AI investments to a board or CEO.
The canonical essays on startup building, thinking, and founder psychology. Not updated frequently, but the existing corpus covers how to think about technical decisions, how startups succeed and fail, and how to reason clearly about hard problems. More philosophy of technology than engineering practice.
Stripe's engineering publication (now archived but fully accessible). Deep, well-written pieces on how engineering teams operate at scale — on-call, deployment, observability, team structure. High production quality and unusual depth. The back catalogue is worth reading methodically.
First Round Capital's editorial on company and team building. Frequently features CTOs and engineering leaders from their portfolio. Articles are unusually actionable — structured advice from practitioners, not abstract frameworks. The engineering leadership pieces are some of the best available.
Platform engineering and DevOps
Editorial from the platform engineering community. Covers internal developer portals, golden paths, self-service infrastructure, and the organisational models around platform teams. If you're building or scaling a platform engineering function, this is the best community resource available.
News and analysis from the cloud native ecosystem. Covers Kubernetes, observability, CI/CD, and the platforms underneath modern software. Useful for staying current on the ecosystem your engineering teams operate in — and for spotting trends early before they appear in formal architecture reviews.
How to build your reading stack
Subscribe to 3–4, not 14. A suggested starting stack: Exemplar Blog for agentic DevOps and platform engineering practice, Diary of a CTO for leadership perspective on the AI transition, The Pragmatic Engineer for industry norms, and Latent Space for the technical AI layer. Add Stratechery if your role involves board communication or competitive strategy.
Also worth bookmarking: best podcasts for CTOs and engineering leaders, AI didn't remove engineering judgment, and what is agentic DevOps.