We have been building castles and fortifications for thousands of years. Many of them were never breached. IT security, on the other hand, is a very young discipline where defense mechanisms have not really stood the test of time and breaches are happening every day. Looking at historical defense techniques and fortress architectures can therefore serve as an inspiration for strong IT security architectures. This presentation looks at agile and flexible defenses, layered security and whitelisting. None of these concepts are entirely new to the IT security industry. But implementations usually stop with the buzzword or at the network level. This talk brings evidence for the effectiveness of the concepts across the centuries and hopes to help them achieve a breakthrough on all levels. Furthermore, the talk educates the audience about medieval castles and how the metaphor can be put to use when explaining complicated IT security concepts to non-technical audiences. Again, the metaphor is not new, but people are usually only scratching the surface when they talk of medieval castles and modern servers.