Why Your Enterprise Hates Software [2026w21]

Why do large enterprises treat their engineering teams like a massive liability? In this episode, I break down the painful reality of the "build vs. buy" vendor trap, and how generative AI is giving software leaders the ultimate leverage to fight back. Learn how to transform your department from a resented cost center into a lean, AI-augmented strike team capable of building bespoke internal software for a fraction of a vendor license, all while maintaining strict security over your proprietary data. Show notes are here: https://leadprompt.sh/a/743-Why-Your-Enterprise-Hates-Software-2026w21 Keywords: software engineering, technical leadership, enterprise software, build vs buy, vendor lock in, generative ai, ai coding tools, platform engineering, software architecture, engineering management, cto advice, tech leadership, developer productivity, ai agents, software development, lead prompt, john collins