
AI #078: Army Veteran & Dragons Den Founder Shares His Top 5 AI Tools and Lessons for His Children - Jon Caldwell
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In this new episode , Joe Testouri sits down with Jon Caldwell — an Army Veteran turned entrepreneur who once braved the Dragons’ Den and went on to build businesses with resilience and grit.
Jon opens up about his journey from military discipline to entrepreneurial risk-taking, and the mindset shifts that carried him through both worlds. He also shares the Top 5 AI tools he’s leveraging right now to stay ahead in business, offering practical insights every founder should hear.
But this conversation goes beyond business. Jon speaks candidly about the life lessons he wants to pass on to his children — about courage, perseverance, and leading with values in a world that’s constantly changing.
This is a story of discipline, innovation, and legacy.
EP Guest: Jon Caldwell
LinkedIn: https://www.linkedin.com/in/jonmcaldwell/