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Most companies are experimenting with AI tools. Very few are actually becoming AI-native organizations. In this episode of Build Boldly, host Pat Rodgers sits down with Santi Jaramillo, co-founder and co-CEO of Pragmatico, to discuss how businesses can successfully adopt AI across their teams, workflows, and culture. Santi shares lessons from helping mid-market companies implement AI systems that drive real productivity gains, not just experimentation. They discuss: • Why companies need a clear AI vision and leadership commitment • The difference between dabbling in AI and becoming AI-native • Why organizations should standardize tools like ChatGPT or Claude • The risks of employees using personal AI licenses at work • The best AI use cases for businesses (meetings, email, financial modeling, document analysis) • How to train teams and overcome resistance to AI adoption • Why businesses that wait to adopt AI risk being overtaken by competitors Santi also explains how AI adoption is ultimately a cultural transformation, not just a technology rollout, and how companies can create an environment where teams feel safe experimenting with AI tools. If you’re an entrepreneur, executive, or operator trying to understand how AI will reshape business operations, this episode provides a practical roadmap for getting started.