Ep 36. Live from 2025 Retreat: Leading Through Change with Chelsea Kaden and Trey Boynton

What keeps HR leaders up at night in 2025? In this lively and insightful live episode from the TroopHR Retreat, Mita Mallick is joined by Chelsea Kaden, Chief People Officer at Warby Parker, and Trey Boynton, Chief Diversity and People Officer at Chief, to explore how HR leaders are navigating change, rebuilding trust, and shaping the future of work.

With humor, vulnerability, and practical wisdom, the trio dives into Gallup’s latest findings on employee disengagement, the rising pressure around wellbeing, and why listening—not just surveying—is the new superpower for HR teams. Chelsea shares her bold approach to scaling AI training in just four weeks, while Trey introduces the concept of “radical humanization” at work and urges managers to “mind the gaps” of identity, hierarchy, and lived experience.

Whether it’s managing through leadership transitions, reigniting engagement post-pandemic, or empowering teams to work better with AI, this episode is packed with real talk, tactical insights, and a few surprise stories involving fish filet sandwiches and crocheting.

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Credits
TroopHR Founder: Tracy Avin
Show Producer: Nicole Fealey
Show Host: Mita Mallick
Note: Transcripts generated by AI.