The riskiest move in cybersecurity? Playing it too safe. In this solo episode, Ron Eddings redefines the way we think about technical debt, risk, and missed opportunities, in security and in life.

Ron reframes the debt vs. risk paradigm through the lens of the SharePoint breach, personal milestones, and co-founding Hacker Valley. With sharp insights, personal stories, and a call to action for every listener, he shows how curiosity and calculated risk are the true drivers of innovation.

Impactful Moments00:00 - Introduction01:10 - Why debt vs. risk matters now02:20 - What the SharePoint breach taught us04:15 - Risk avoidance creates deeper debt05:10 - Clear definitions: risk vs. debt06:30 - Hidden costs of deferring decisions08:15 - Leaving $200k salary to build Hacker Valley10:00 - Long-term founder debt explained11:08 - When comfort becomes dangerous12:00 - Curiosity as a leadership skill13:10 - What you’re not seeing yet14:30 - Final thought: reflect and reassess

Links:Connect with our Ron on LinkedIn: ​​https://www.linkedin.com/in/ronaldeddings/

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