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Cybersecurity failures rarely start with hackers. They start with gaps in planning, culture, and leadership.

In this episode, Adam Gordon—cybersecurity expert and educator at New Horizons—explains how today’s threat landscape has evolved and why many organizations are still dangerously exposed. From high-profile casino breaches to ransomware attacks on hospitals and infrastructure, Adam breaks down what’s really happening behind the headlines.

The conversation explores how technical debt, mergers and acquisitions, and emerging technologies like AI have expanded organizational risk far beyond traditional IT boundaries. Adam introduces the often-overlooked concept of fourth-party risk—vendors of your vendors—and explains why most organizations lack visibility or governance over those dependencies.

A major focus is risky user behavior. Adam shares real-world examples of how well-intentioned employees create exposure through everyday actions: using public Wi-Fi, leaving devices unlocked, falling for phishing attempts, or bypassing security processes. These behaviors don’t cause instant failures—they quietly erode defenses over time.

Rather than chasing the myth of “zero risk,” Adam argues leaders must shift toward preparedness. The question is no longer whether an organization will be attacked, but how ready it is to respond, recover, and continue operating. Without practiced response plans, consistent security awareness, and leadership accountability, cybersecurity becomes a checkbox exercise instead of a resilience strategy.

This episode is a reality check for leaders responsible for keeping their organizations operational in an increasingly hostile digital world.