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The Biggest Mistake Revenue Leaders Make With AI

The Biggest Mistake Revenue Leaders Make With AI

Update: 2026-03-10
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What’s the biggest mistake revenue leaders make with AI?




Companies everywhere are racing to automate sales—research, outreach, forecasting, and pipeline management. But according to JD Miller, many organizations are about to make a critical mistake: automating processes that were already broken.




JD Miller, CRO Operating Partner in Residence at Rothschild & Co. / Five Arrows Capital, shares how private equity-backed companies should approach AI in sales, why trust and human connection still drive revenue, and how leaders can experiment with AI without increasing risk.




His conclusion: AI should make sellers more human—not replace them.







Chapters




00:00 The Role of AI in Sales Transformation


08:26 Measuring AI’s Impact on Revenue


13:23 Real-World Applications of AI


21:18 Leadership’s Role in AI Adoption







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The Biggest Mistake Revenue Leaders Make With AI

The Biggest Mistake Revenue Leaders Make With AI

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