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February 4, 2026
It’s rare you meet a leader who’s equal parts Chief Marketing Officer and Chief Experience Officer. But Jill Cress has mastered the art of bridging the promise of brand with the reality of the customer's experience, most recently as Chief Marketing & Experience Officer at H&R Block. In this episode, she sits down with Tom Ajello, Lippincott's Global Director of Experience, Innovation & Engineering, to unpack why uniting marketing with customer experience leadership is a strategic advantage and shares candid insights on the biggest marketing challenges today—from navigating AI’s impact to elevating marketing’s role in the C-suite. Drawing on her decades of leadership at MasterCard, PayPal, and National Geographic, she reveals why trust is the ultimate foundation for business success and why mentoring the next generation is critical in the age of AI.
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