Why Your Team Needs to Fail More: Product Leadership & Psychological Safety | Brooke Huling (CPO)

Failure isn’t the enemy of progress, it’s the foundation of great product leadership and true psychological safety. In this episode, Chief Product Officer Brooke Huling shares what it really takes to build high performing teams, guide people into roles where they thrive, and create a culture that celebrates learning from mistakes. From balancing billion dollar strategies with the human side of leadership to grounding innovation in real world customer needs, Brooke offers rare insights from her journey in the C suite. You’ll hear how she leads remote teams with trust and connection, stays grounded under executive level pressure, and empowers others to grow into authentic, resilient leaders.

Episode highlights:

(1:00) Meet Brooke Huling: A product leader’s journey
(3:11) Building products customers love
(4:40) Leading remote teams with trust and safety
(11:02) AI hype vs. real-world use
(15:05) How Brooke stays grounded in high-pressure roles
(21:56) Leading with authenticity
(27:07) When a team member is in the wrong role
(28:40) Advice to her younger self and fellow leaders
(33:10) Final thoughts: Pay it forward and lead with heart

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