John Blessing

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As the Chief Outsiders Chief Sales Program Manager and CSO, John is an accomplished leader who consistently builds success in growth and turnaround situations in a variety of industries, including professional and financial services, retail, and SaaS. He turns around poor performance and accelerates growth by building and executing strategic sales programs. He also drives sales and operations alignment to deliver breakthrough revenue. With experience in several industries, John offers perspectives not hindered by industry-specific paradigms.
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Recent Posts

The AI Training Economy: The Human Expertise Behind the Agent Revolution

The AI Training Economy: The Human Expertise Behind the Agent Revolution

Wed, Apr 22, 2026 | Posted by Neil Isford

The challenge of training AI models on human expertise is not new.What is new is that three college dropouts just built a $10 billion business by productizing that exact problem at scale.

Executive Takeaways

  • The AI training economy is already here — and a $10 billion startup is proof.
  • You can't have capable AI agents without well-trained models. Human expertise isn't being replaced; it's being harvested.
  • Fast followers still have a window, but waiting another 18 months may mean competing on scale alone, not quality.
  • Most organizations are underestimating the speed of this workforce transformation. The time to build AI fluency is now.

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