Jess Coburn, a former CTO, writes practical technology strategy for business leaders covering Microsoft 365, Copilot, Windows productivity and AI writing. Issues offer concrete how-to guidance, such as keyboard shortcuts and the difference between Microsoft's Copilot products, plus opinionated takes on using AI responsibly.
Website: https://jesscoburn.com/
Stratechery offers in-depth analysis of the technology industry, covering the strategies of companies such as Apple, Meta and SpaceX. Readers get historical context, business-model reasoning and a clear point of view on where tech is heading, plus a weekly digest of related podcasts and sister-site content.
Weekly essays on AI safety and risk for business decision-makers, built around specific studies and threat reports such as Nature's emergent misalignment paper, Anthropic's reward hacking experiments and AI-enabled fraud. It explains what the findings mean for how companies evaluate, deploy and oversee AI systems.
Analysis of enterprise AI industry trends, deal commentary, and the business dynamics between frontier labs, chipmakers and software vendors. Draws on the author's experience selling AI in the field and a finance background to examine adoption, valuations and AI spend management.
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