Most AI rollouts don’t fail because of the tech, they fail because people were never brought along. In the first episode of 2026, leadership and culture expert Tiffany Gray breaks down why simply “flicking on” Copilot or mandating AI use creates resistance, fear, and silos.
We unpack what cultural integration really means, why most people can’t articulate their own role, and how unconscious competence blocks automation and AI agents. Tiffany shares practical ways leaders can build AI literacy, psychological safety, and shared learning, without turning AI into a compliance nightmare.
If you’re a CEO or exec wondering why AI adoption is stalling, this conversation reframes AI as a leadership and culture problem first and a technology problem second. Follow the podcast for more practical AI-for-business conversations.
Resources & Links:
📲 Dumb Monkey AI Academy → https://dumbmonkey.ai/
📱 Dumb Monkey App → https://dumbmonkey.ai/dl
📘 The CEO Who Mocked AI (Until It Made Him Millions) → https://mybook.to/dumbmonkeypodcast
🚀 Enterprise Monkey → https://enterprisemonkey.com.au
