Jon Flaherty

Tech CEO, AI Enthusiast, Fitness Advocate

Thoughts on AI, Leadership, Pickleball, and Tampa Life

About Jon

Technology and Operations executive with deep expertise in building world-class teams and driving innovation. CEO of consulting and software businesses, with a background from Northwestern University's Kellogg School of Management. Based in Tampa, I'm passionate about AI technologies (LLMs, image and video generation, workplace tools), fitness, pickleball, and sharing insights on leadership and entrepreneurship.

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