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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode of From the Trenches, Josh Peterson sits down with Cass Cooper, an organizational development expert, speaker, and founder of Know Better, Do Better Consulting. Cass sits at the intersection of leadership development, technology, culture, AI, and human behavior—bringing a unique perspective on how people learn, communicate, trust themselves, and navigate an increasingly complex world.
Together, Josh and Cass explore themes of self-trust, identity, burnout, societal expectations, and the cultural pressures many women face around appearance, decision-making, and belonging. They discuss how AI is reshaping communication, why validation from machines is becoming a “default behavior,” and how individuals can reclaim introspection, confidence, and agency in an era of constant noise.
Cass also introduces Impressa AI, a new AI model built by women and for women, designed to integrate human expertise into the decision-making and learning process. Whether you’re a leader, technologist, manager, or simply navigating personal change, this episode provides insight into what it means to “know better” — and do better — in your own life and work.
What You’ll LearnHow organizational development and technology intersect
Why self-trust is difficult — especially for women
The cultural and psychological pressures behind burnout
How to create “white space” and protect your mental energy
Why Americans struggle with rest compared to other cultures
The role of AI in validation, decision-making, and communication
How to build a healthier internal narrative
What Know Better, Do Better Consulting is all about
The launch of Impressa AI and its mission
Cass Cooper
Founder, Know Better, Do Better Consulting
Website: https://iamcascooper.com
Links & ResourcesExplore the BMK Vision platform → https://beringmckinley.com/vision
Apply to be a podcast guest → https://beringmckinley.com/bering-mckinley-podcast-blog
Subscribe on YouTube → https://www.youtube.com/@beringmckinleyvision?sub_confirmation=1
About From the TrenchesThe From the Trenches series is part of the BMK Vision Podcast, where leaders, operators, and experts share honest conversations about business, leadership, growth, identity, and the human experience behind technology.
48 episodes
