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 Moments

00:00 - Introduction

01:10 - Why debt vs. risk matters now

02:20 - What the SharePoint breach taught us

04:15 - Risk avoidance creates deeper debt

05:10 - Clear definitions: risk vs. debt

06:30 - Hidden costs of deferring decisions

08:15 - Leaving $200k salary to build Hacker Valley

10:00 - Long-term founder debt explained

11:08 - When comfort becomes dangerous

12:00 - Curiosity as a leadership skill

13:10 - What you’re not seeing yet

14:30 - Final thought: reflect and reassess

Links:

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