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Cybersecurity StrategyOctober 27, 2025·5 min read

The Importance of Employee Security Training — And How to Make It Stick

Every organization invests in security technology. Fewer invest seriously in the human layer — which remains the most frequently exploited attack surface in modern cybersecurity.

Every organization invests in security technology. Fewer invest seriously in the human layer — which remains the most frequently exploited attack surface in modern cybersecurity.

Human error is consistently identified as the primary contributing factor in the majority of successful cyberattacks. Phishing, credential theft, misconfiguration, and insider risk all have a human element at their core.

Why Training Matters More Than Most Organizations Realize

Cyber threats are constantly evolving, and new attack techniques emerge continuously. Employees who received security training three years ago are operating with an outdated threat model. The tactics being used against organizations today — business email compromise, AI-generated phishing, deepfake voice fraud — weren't prevalent when most legacy training programs were designed.

Regulatory frameworks including HIPAA, GLBA, and various state privacy laws require organizations to implement security awareness programs. Cyber insurance carriers are increasingly scrutinizing training practices as part of underwriting. Client security reviews often include questions about security awareness program maturity.

What Effective Security Training Looks Like

Frequency: Regular, shorter touchpoints outperform annual training. Monthly phishing simulations, quarterly topic-specific modules, and ongoing communications about emerging threats create continuous reinforcement.

Relevance: Training tailored to employees' actual roles and the threats they're most likely to encounter is more effective than generic content.

Simulation: Phishing simulations — when implemented thoughtfully — provide real-world practice and generate data on where the organization's human risk is concentrated.

Culture: The most effective programs create an environment where employees feel equipped and encouraged to report suspicious activity — not punished for mistakes. Psychological safety in reporting is a measurable security control.

Compliance vs. Effectiveness

There's a meaningful difference between a training program designed to satisfy a compliance requirement and one designed to reduce risk. Measure outcomes — click rates on simulations, reporting rates for suspicious emails, reduction in credential-related incidents — rather than just completion rates.

The Governance Angle

Security awareness training is a governance function as much as a technical one. It requires executive sponsorship, defined ownership, a budget that reflects the organization's risk profile, and regular reporting on program effectiveness.

Organizations that treat security training as a one-time annual event are accepting a level of human risk that their technology investments can't compensate for.

About the author
Branden Rowe, Founder and Managing Director of Antares Security

Branden Rowe

Founder & Managing Director, Antares Security

Branden Rowe is the Founder and Managing Director of Antares Security, a cybersecurity advisory practice focused on governance, operational security, risk management, and executive-level security leadership. His career spans security and risk leadership across regulated and enterprise environments including Northern Trust, Baker Tilly, Wolters Kluwer, and Cushman & Wakefield.

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