
Stop Playing Safe: Real Talk with Darren Williams from Portico
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What happens when three leaders drop the filter and get real about culture, politics, leadership, and what it actually takes to grow a business that lasts?
In Episode 12, Darren Williams—President of Portico Property Management—joins hosts Patrick Osman and Phillip Burton for a wide-ranging, unfiltered conversation that starts with cigars and ends with hard truths about America, company culture, emotional intelligence, and how to lead without ego.
You’ll hear:
Why culture beats strategy—every single time
How emotional intelligence shapes great leadership
What Japan can teach America about systems, crime, and civility
Honest takes on immigration, politics, and patriotism
Why the moderate middle is where real change happens
How to protect company culture as you scale
Whether you’re in property management, entrepreneurship, or just sick of echo chambers, this episode will challenge your assumptions and leave you thinking deeper.
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