Josh Prewitt

Thoughts on enterprise technology, AI, infrastructure, strategy, and how business decisions shape competitive advantage.

I write about the business side of technology: why companies make the decisions they do, how enterprise technology markets evolve, and what separates useful technology from actual competitive advantage.

Latest Essay

All essays

Topics I Write About

Enterprise Technology

Demystifying buzzwords and jargon to simplify the fast-paced world of technology, how enterprise technology markets actually evolve, and why the winners rarely look like the products that get the most attention.

AI and Organizational Change

Why the hardest part of adopting AI is not the model - it is the organization that has to change around it.

Infrastructure and Cloud

The economics, incentives, and long-run shape of cloud and infrastructure decisions inside large companies.

Strategy and Incentives

How incentives and capital structures quietly determine which technology decisions get made, and which ones do not.