Stop Playing Safe: Real Talk with Darren Williams from Portico cover art

Stop Playing Safe: Real Talk with Darren Williams from Portico

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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