How to Build an AI-Native Company: Santi Jaramillo on AI Adoption, Leadership Buy-In & Real Productivity Gains

AI isn’t just another software tool. It’s a transformation in how companies operate.In this episode of Build Boldly, Pat Rodgers sits down with Santi Jaramillo, co-founder and co-CEO of Pragmatico, to discuss how mid-market and growing companies can move from experimenting with AI tools to becoming truly AI-native organizations.Santi, a three-time founder with over $100M in exits, explains why most businesses are stuck in the “dabbling phase” of AI and what it takes to achieve 90% company-wide adoption and real productivity gains.Together they talk about the leadership, technology, and cultural changes required to implement AI at scale. You’ll learn:• Why leadership commitment is the most important driver of AI adoption • How to create a clear AI vision and roadmap for your organization • Why companies should standardize tools like ChatGPT or Claude • The security risks of employees using personal AI accounts at work • Practical “low-hanging fruit” AI use cases (meetings, email, financial analysis) • Why early AI adopters will gain a massive competitive advantageSanti also shares how organizations can use gamification, live training, and cultural change management to turn AI into an everyday productivity engine rather than another unused tool.If you’re a business owner, executive, or team leader trying to figure out how AI actually fits into your company, this conversation will give you a practical roadmap to get started.- - - - - - - - - - - - - - - - - - - - Connect with Pat Rodgers on LinkedInLearn more about RISE Commercial District Website | Instagram | YouTube | LinkedIn Build Boldly is produced by Palm Tree Pod Co.