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Pivoting HR Tech Risks

9 min

Part 1 of The Chad & Cheese AI Sessions Series features a bold conversation with Allyn Bailey, Senior Director of Communications at SmartRecruiters, about what it truly takes to drive transformation in HR technology.

This episode explores:

- Why Allyn Bailey, unlike many practitioners who move into vendor roles, didn’t burn out or disengage

- How SmartRecruiters chose to prioritize innovation over risk avoidance, even with more than 2,000 customers at stake

- What it really means to “break things to fix them” in the context of modernizing HR tech

- Why the traditional “customer-first” feedback loop is giving way to a more confident, opinionated product strategy

For anyone ready to rethink what product leadership and vendor accountability should look like in today’s talent tech market, this is the conversation to hear.

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