Why Most Security Awareness Programs Suck.... and What Actually Works

Security Awareness Failures

Jim Leone

4/22/20252 min read

Let’s be honest: most corporate security awareness programs are about as exciting and effective as watching paint dry. They check the compliance box, deliver bland PowerPoints, and then vanish until next year. Meanwhile, attackers keep evolving, users keep clicking, and security teams keep wondering why nothing changes.

The Problem with Traditional Programs

1. They Treat Users Like the Problem Most training takes a finger-wagging approach, framing users as liabilities. But this mindset creates resentment, not results. People shut down when they feel blamed, and they disengage from the very content meant to empower them.

2. One Size Fits No One Everyone gets the same training, regardless of role, risk, or technical exposure. The finance manager and the network engineer don’t face the same threats. So why are they watching the same 20-minute video on phishing?

3. Static, Outdated Content Security threats evolve constantly, yet awareness programs are often based on stale examples. If your training still references the Nigerian prince or outdated virus metaphors, you're already behind.

4. No Reinforcement A once-a-year training session is like a New Year’s resolution: good intentions, quickly forgotten. Without reinforcement, reminders, or real-world application, users revert to old habits.

5. No Metrics That Matter Most programs track completion rates, not behavior change. You can’t defend a network with certificates of completion.

What Actually Works

1. Make It Personal and Relevant Use real-world stories that reflect threats employees might actually face. Tailor training to job roles. A developer should learn about code injection and GitHub leaks; a sales rep should understand spoofed calendars and malicious PDFs.

2. Humanize the Message Instead of doom and gloom, use humor, storytelling, and relatable scenarios. Security is serious, but the way we teach it doesn’t always have to be.

3. Bite-Sized, Ongoing Content Microlearning beats marathon sessions. Short, frequent lessons and just-in-time nudges (like simulated phishing tied to timely tips) stick better than annual deluges of dry slides.

4. Embed It in Culture Security awareness isn’t just a program, it’s a culture shift. Encourage questions, reward good behavior, and integrate security into onboarding, meetings, and team rituals.

5. Measure Behavior, Not Just Boxes Track metrics that matter: phishing click rates, reporting rates, time to escalate incidents, password hygiene, and response to simulations. Use that data to inform and adjust training, not just report up the chain.

My Final Thoughts

Security awareness done wrong is a waste of time. But done right, it becomes one of the most powerful lines of defense in your security stack. When users feel informed, respected, and engaged, they stop being the weakest link and start becoming your first responders.

If we want to stop chasing click rates and start building real resilience, it’s time to ditch the checkbox mindset and make awareness a living part of our culture.