Jay (JD) / Jay Douglas
Seasoned enterprise sales professional with ~27 years selling HR and human capital management solutions to multinational organizations, offering deep experience in complex, multifunctional B2B sales and mentorship of other salespeople.
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Feb 16, 2026 • 48min
WHAT IS WORKING TODAY IN LARGE ENTERPRISE SALES
Jay (JD) Douglas, a 27-year enterprise sales veteran in HR/HCM, shares hard-won wisdom. He talks about building trust with candor, navigating politics in large organizations, mapping complex deals visually, using curiosity to diagnose priorities, working with procurement as an ally, and embracing deliberate practice and failure to win big, complicated deals.
