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

AI Search is Here – And it’s Reshaping the Buyer Journey

AI Search is Here – And it’s Reshaping the Buyer Journey

Tue, Dec 16, 2025 | Posted by Carol Eversen

Part 1 of our four-part series exploring how AI search is transforming visibility, SEO, and digital strategy - and what CEOs need to do now to stay competitive.

Executive Takeaways
Declining web traffic isn’t random - it’s a symptom of changing search behavior.
AI search is already impacting over 25% of user journeys - and growing fast
If you’re not being cited, you’re missing opportunities-period.

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