H&R Block’s Jill Cress on AI, Digital Tax Filing & Brand Relevance

8 Jun 2026 · 36 min
35:49

Jill Cress, H&R Block's chief marketing officer, left PayPal to tackle the company's "crisis of relevance" as a legacy brand. She's rolling out AI-powered tax filing, a mobile banking app, and a Gen Z reality show called "Responsibility Island" to transform H&R Block from a retail tax service into a year-round financial platform.

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