The Night I Realized We Were Fighting the Wrong Battle
July 1, 2025 · 872 words
Published by Steven Delaney
It was 11 PM on a Thursday night when my phone rang. The caller ID showed it was from our largest client, a mid-size law firm downtown. My first thought was that it must be a server issue, but the voice on the other end told a different story.
"Steven, we think we've been hacked. Our entire network is locked down, and there's a message on all our screens demanding payment."
My heart sank. This wasn't just a technical problem; this was a ransomware attack. And as I drove to their office, I couldn't shake the feeling that we had failed them somehow.
The Scene
When I arrived at the law firm, the scene was chaotic. Every computer screen displayed the same ominous message: "Your files have been encrypted. Pay $50,000 in Bitcoin to restore access." The staff was gathered in the conference room, looking shell-shocked.
The managing partner, David Chen, pulled me aside. "Steven, we trusted you to keep us safe. How could this happen?"
That question hit me like a punch to the gut. We had implemented every security measure we could think of: firewalls, antivirus software, email filtering, regular updates. We had even conducted security training sessions. But somehow, the attackers had still gotten through.
The Investigation
Over the next 48 hours, as we worked to restore their systems from backups, I spent every spare moment trying to understand how this had happened. The answer, when I finally found it, was both simple and devastating.
The attack had started with a single email. Someone in the firm had received what looked like an invoice from a legitimate vendor. They clicked on the attachment, and that was it. The malware spread through their network in minutes.
But here's what really shook me: the person who clicked that email wasn't some careless employee. It was David's executive assistant, Sarah, who was one of the most careful and security-conscious people in the office. She had attended every security training session we'd conducted. She knew better.
The Realization
That's when it hit me: we had been fighting the wrong battle.
For years, I had focused on building technical defenses. Firewalls, intrusion detection systems, endpoint protection, network monitoring. I had treated cybersecurity like a technical problem that could be solved with better technology. However, CISA's cybersecurity awareness guidelines emphasize that effective cybersecurity requires both technical solutions and human awareness training.
But the reality was different. The biggest threat wasn't sophisticated hackers using advanced techniques. It was simple social engineering attacks that exploited human psychology. And no amount of technical security could protect against that.
The Shift in Strategy
The ransomware incident forced me to completely rethink our approach to cybersecurity. Instead of just building stronger technical defenses, we needed to build stronger human defenses.
Here's what we changed:
Security Training: We moved from annual security awareness sessions to monthly, interactive training that focused on real-world scenarios.
Phishing Simulations: We started sending simulated phishing emails to test our clients' employees and identify who needed additional training.
Incident Response: We developed clear procedures for what to do when someone suspects they've been compromised.
Culture Change: We worked with clients to create a security-conscious culture where employees felt comfortable reporting suspicious activity.
The Unexpected Results
The changes we made had immediate and dramatic effects:
Reduced Incidents: Phishing simulation results improved by 80% within six months.
Faster Response: When incidents did occur, clients reported them immediately instead of trying to handle them internally.
Better Relationships: Clients appreciated our proactive approach to security education.
Competitive Advantage: Our security training program became a selling point for new clients.
The Broader Lesson
The ransomware incident taught me something fundamental about cybersecurity: technology is only as strong as the people using it. No matter how sophisticated our defenses, human error will always be the weakest link.
But here's the thing: that doesn't mean we're helpless. It means we need to invest as much in human security as we do in technical security.
The New Approach
Today, when we onboard a new client, security training isn't an optional add-on; it's part of the core service. We don't just protect their systems; we educate their people. We don't just respond to incidents; we prevent them through awareness and culture.
The law firm recovered from the ransomware attack, and they're still our client today. But the experience changed both of our businesses. They became more security-conscious, and we became better security partners.
The Bottom Line
That Thursday night was one of the worst nights of my career. But it was also one of the most important. It taught me that cybersecurity isn't just about technology; it's about people. And when we focus on both, we can build defenses that are truly effective.
The next time you're thinking about cybersecurity for your clients, remember this: the strongest firewall in the world won't protect against a well-crafted phishing email. But a well-trained employee will.
Have you had similar experiences with cybersecurity incidents? How have you changed your approach to security training and awareness? I'd love to hear your stories.

Steven Delaney
MSP Industry Expert • Houston, TX
Strategic insights and practical guidance for the modern Managed Service Provider. Based in Houston, TX.