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🎧 AI and the Future of Sales
Podcast Sales Performance / PodCast / Jul 16, 2026 / Posted by John Fees / 1

🎧 AI and the Future of Sales

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John Fees, Co-founder & Managing Partner of GradGuard, argues that AI won’t replace great salespeople — because AI is brilliant at answers but can’t ask the human question that leads to a sale. In this episode, Fees shares the “three A’s” framework his team uses to stay credible and effective in an AI-flooded market. He and host John Golden explore how AI is reshaping sales, work, and higher education — and which human skills become more valuable, not less.

In this episode, John Fees answers:

  • Will AI replace salespeople, and what makes a seller irreplaceable?
  • What are the “three A’s” of using AI — Ask, Authentic, and Authority?
  • How do AI-prepared buyers change the way you sell?
  • Is a college degree still worth the cost in 2026?
  • What skills should students build to thrive alongside AI?
  • How will AI reshape the future of work and the social contract?

Discover how GradGuard protects half a million students and families — and why Fees says you shouldn’t go to college without it — at https://gradguard.com/.

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About Author

For three decades, John Fees has built companies at the intersection of education, financial services, and technology. I have successfully built and sold two prior ventures, Y2M and Members Connect, to Viacom and JPMorgan Chase, respectively. As the co-founder and Managing Partner of GradGuard, I lead a national specialty insurance holding company that creates innovative digital distribution platforms for the collegiate market. Our mission is to help schools educate and protect students from the risks of college life, through our pioneering tuition and renters insurance programs embedded within the enrollment processes of nearly than 700 schools nationwide. Since 2009, GradGuard has protected the higher-education investments of more than 2 million students at more than 1,900 schools.

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About Author

For three decades, John Fees has built companies at the intersection of education, financial services, and technology. I have successfully built and sold two prior ventures, Y2M and Members Connect, to Viacom and JPMorgan Chase, respectively. As the co-founder and Managing Partner of GradGuard, I lead a national specialty insurance holding company that creates innovative digital distribution platforms for the collegiate market. Our mission is to help schools educate and protect students from the risks of college life, through our pioneering tuition and renters insurance programs embedded within the enrollment processes of nearly than 700 schools nationwide. Since 2009, GradGuard has protected the higher-education investments of more than 2 million students at more than 1,900 schools.

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