How a Window Contractor Reclaimed His Tech Dream

Esteban Kadamani builds one of South Florida's premier window and door companies, but his greatest breakthrough begins after decades in construction. After setting aside his dream of becoming a software engineer, he discovers how artificial intelligence allows him to merge deep construction expertise with technology to build an AI-powered operating system for contractors. As founder of Infinite Windows and creator of Citadel, he shares how experience, persistence, and systems thinking transform both business and life. This conversation explores entrepreneurship, AI in construction, leadership, work-life balance, and why the people with the deepest industry knowledge may be best positioned to shape the future. Key Takeaways Your biggest dream may become possible again when technology changes the rules. Deep industry expertise combined with AI creates a powerful competitive advantage. If the owner is the system, the business will never truly scale. Building systems instead of relying on constant oversight creates freedom and better performance. Small contractors who embrace AI early can compete with much larger companies. Notable Quotes "The best software for a window company was never going to come out of a lab. It was going to come out of a window company." "If the business only runs because you're watching, you don't own a business. You own a job." "The owner should never be the system." "AI is moving so quick that it will leave people behind." "My company now works for me instead of me working for my company."