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Cybersecurity isn’t just about tools—it’s about priorities, culture, and understanding where real risk lives.

In this episode, Brent Neal, Principal Advisor and vCISO at Vanguard Technology Group, breaks down how cybersecurity has evolved over the last two decades and why many organizations still struggle to get it right. From the early days of firewalls and antivirus software to today’s reality of dozens of security domains, Brent explains why modern security must be treated as a governed program, not a collection of products.

Brent shares his approach to risk prioritization through data security posture gap assessments, focusing on the two things that matter most to businesses: the platforms that generate revenue and the data that carries regulatory risk. He explains how evaluating maturity across 15 data-related security domains helps leaders move beyond overwhelming risk lists and take focused, actionable steps.

The conversation also explores real-world failures, including the MGM ransomware incident, and why social engineering remains one of the most dangerous attack vectors. Brent outlines what organizations often miss—department-specific training, verification procedures, and cultural reinforcement—and why “check-the-box” compliance fails to stop real attacks.

This episode is a practical discussion for technology leaders who need security to support growth, not block it—and who want to build defenses that last beyond the audit.