LEVEL 20: Same Game. New Level.

Twenty years of changing technology, evolving threats, and one mindset that never goes out of style.

In 2006, cybersecurity looked very different.

Cybercrime was becoming an organized business. Social media was opening new doors for attackers. Cloud computing was still in its infancy. And the tools, techniques, and technologies that security practitioners relied on were changing fast.

That same year, OffSec was getting started.

While much of cybersecurity education focused on teaching concepts and measuring what people knew, OffSec was building something different: training that challenged practitioners to figure things out for themselves.

Get hands-on. Explore the system. Find what others missed. Get stuck. Try Harder. And ultimately, prove you could do the work.

It wasn’t supposed to be easy and that was the point.

Twenty years later, the cybersecurity landscape is almost unrecognizable. But the philosophy behind OffSec’s approach has never been more relevant.

The technology looks different but the challenge feels familiar.

Think about how much has changed in two decades. And the pace of change isn’t slowing down.

Every new technology creates another challenge for the people responsible for securing it. Skills that were cutting-edge a decade ago are now foundational. Entirely new disciplines have emerged. And practitioners are expected to keep learning while the systems they’re defending continue to evolve.

In other words, cybersecurity keeps raising the difficulty. The only way forward is to keep building the skills to meet it.

There’s a reason Try Harder has been part of OffSec’s identity for so long.

It isn’t about making things unnecessarily difficult. It’s about developing the persistence, curiosity, and independent problem-solving skills that real cybersecurity work demands.

You have to investigate, experiment, learn from what doesn’t work and adapt your approach and keep going.

That’s the mindset OffSec has championed for 20 years.

It’s why hands-on practice remains central to our training. Why learners spend time working through labs and realistic technical challenges. And why OffSec certifications require candidates to demonstrate what they can actually do, not simply select the right answer.

From the early days of offensive security training to today’s expanding portfolio of offensive, defensive, and AI security courses, the objective has remained consistent: build practical capability and prove it through performance.

Because knowing about cybersecurity and being able to do cybersecurity are two very different things.

Over the past two decades, OffSec has grown alongside the cybersecurity community.

We’ve seen learners take their first steps into cybersecurity, earn career-defining certifications, move into advanced technical roles, and return to develop entirely new skills as the industry changes.

And through it all, one thing has remained constant: the people who thrive in this field are the ones who never stop learning.

There’s always another system to understand. Another technique to master. Another challenge that requires a different way of thinking.

Twenty years is a milestone worth celebrating. But in cybersecurity, there’s no final level.

And we wouldn’t have it any other way.

To celebrate 20 years of OffSec, we’re kicking off LEVEL 20: Same game. New level.

It’s a celebration of the challenges we’ve taken on, the skills we’ve built, and the global community of practitioners who have spent two decades proving what’s possible.

And because the best way to celebrate learning is to keep doing it, we’re making it easier to take on your next challenge.

For a limited time, save $550 on Learn One, bringing the price from $2,749 to $2,199.

With Learn One, you’ll get a full year of access to an eligible OffSec course and its hands-on labs, two certification exam attempts, and additional opportunities to practice and develop your skills.

Whether you’re working toward your first OffSec certification or preparing to take on a more advanced technical challenge, there’s always another level worth pursuing.

Same game. New level.

Available to individual learners on eligible courses. Training a team? Explore Learn Enterprise.