The best Technology Leadership newsletters

A CTO writes first-person essays on how agentic AI development changes engineering management, covering work allocation, visibility into parallel agent threads, and factory-style workflows. Readers get original analysis and concrete practices from running a team of about twenty engineers.

A daily briefing for enterprise technology leaders covering the week's AI news, from agent governance and security flaws to vendor launches and funding. Each issue opens with a verdict, a construction-style analogy, and a list of what moved, with notes on where vendor claims are thin.

Praxis CTO publishes multi-part series on technology leadership, currently covering how to find and automate toil with AI and how to oversee AI agents using management frameworks. Readers get structured, practical methods for deciding where AI should be applied and how much autonomy to give it.

Decision Crafters publishes practical architecture patterns and review methods for governing agentic AI systems in production. Readers get structured frameworks, such as control planes, evidence labeling and review checklists, aimed at technology leaders making consequential platform decisions.

Essays from a consultant and software architect on how agentic AI is changing software development, organisational models and engineering costs. Readers get field observations from client work plus practical tools such as ADRs for AI cost decisions.

A CIO/CTO writes strategic essays on adopting AI in software engineering, drawing on first-hand experience, cognitive psychology and organisational learning theory. Readers get frameworks for managing AI-assisted development and AI agents in their teams.

alt.management publishes short, witty essays for technology leaders on management themes such as timing, hiring and productivity, using everyday anecdotes and pipeline-style reasoning. Readers get a distinctive personal voice and practical mental models they can apply to their own teams.

A seasoned CTO writes essays on how technology, AI and management practice intersect in business. Issues use parables, historical references and named concepts to critique organisational habits like vanity metrics and busywork.

Richard Sage, an interim CTO and CIO, writes essays on strategy and technology leadership. Recent issues analyse UK housing association strategies through the Strategic Choice Cascade, question the government's NewCo approach to public service innovation, and critique the idea that human judgement and taste will be the main value of workers in an AI-driven economy.

A former CTO turned consultant shares opinionated, often provocative essays for technology leaders, including critiques of industry figures, book reviews on systems thinking and craft, and guest posts on the value of fundamentals. Readers get a sceptical, humanist take on leadership, software craft and the role of AI in engineering work.

A newsletter applying change management thinking to FinOps, cloud cost governance and AI adoption, written from the author's experience inside live delivery programmes. Issues combine market analysis, named frameworks and practical organisational advice for technology leaders.

A technology leader's personal newsletter mixing reflective field notes on language and attention with essays on AI, including a call for open standards around portable user context, model routing and inference APIs. Readers get a first-person, opinionated view of AI lock-in and the everyday experience of working with AI assistants.

A series of structured playbooks on enterprise AI architecture, covering reference architecture, vendor and model selection, and talent and operating models. Each issue opens with key takeaways and market statistics, then walks through scope and design guidance for architects and technology leaders.

A CTO's blog mixing practical advice on using AI for content creation with personal reflections and book reviews from vacation. It offers a first-person look at leadership, productivity and generosity from an executive perspective.

This newsletter from CTO coach Etienne de Bruin mixes original essays on AI and world models, including a 'Life Loops' framework for temporal experience in autonomous agents, with leadership coaching content about business objectives and CTO workshops. Readers get a blend of AI research commentary and practical guidance for technology executives.

A personal newsletter by a seasoned technology and leadership voice that critiques AI hype, the changing role of IT executives, and the cost of a win-at-all-costs culture. Readers get opinionated essays mixing anecdotes, analogies and predictions rather than news or how-to guidance.

Reconfigured is a personal hobby project by a software builder who publishes podcast interviews with tech founders and engineering leaders, plus occasional blog posts. The newsletter announces episodes on startups, search technology, consulting, team management and career transitions.