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Pablo Garcia

The Compliance Gap: Modern Rules, Legacy Systems

IT leader surrounded by stacked legacy servers and incompatible systems, worrying about compliance

As regulatory pressure and data sensitivity rise, many businesses face an uncomfortable truth: their infrastructure and staff habits haven’t kept up.

What used to work “just fine” no longer cuts it — not with GDPR enforcement tightening, clients asking tougher questions, and AI-driven actors probing for exactly these weak spots.

1. Outdated Infrastructure: A Hat on a Hat

Office worker using outdated file handling methods with legacy hardware

2. People Still Think Like It’s 1999

Confused employee trying to handle encrypted requests and Art. 15 documentation without training Frustrated employee resisting a security prompt, refusing MFA or new password rules

Too often, compliance is seen as a checkbox, not a culture. And that’s where it fails — at the first real incident.

3. Paper Policies vs. Digital Reality

Compliance officer overwhelmed by GDPR policy papers, surrounded by a mix of old and new tech

Organizations love their PIMS and ISMS frameworks. But when you peel back the layers, what you often find is:

“We updated the policy. Implementation is... ongoing.”

Or worse: systems that are theoretically secure, but practically useless.

4. The First Interview Tells All

When brought in to help, the first thing I do is interview the CTO, CISO, or DSB. The gap between what management thinks is in place and what actually exists is often… breathtaking.

5. Compliance Is Culture. And Culture Starts at the Top.

Smiling trainer guiding employees during a live security and compliance training session

Too many companies treat compliance as a cost center — or worse, a PR stunt. But the smart ones get it: secure, knowledgeable, empowered employees are the backbone of a resilient business.

💡 Want to Close That Gap?

Start with honest analysis. Train your people. And build systems that serve your business — not some auditor’s spreadsheet.

👉 Visit training.wi-smart.de to learn how we help teams become the strongest link in the chain.