In this session the speaker will describe how common VPN architectures have evolved over the years, however the protocols we use today were designed nearly 20 years ago. Have these protocol stood the test of time? We shall investigate a number of attack vectors against VPNs (live demonstrations will be attempted) along with common mistakes that result in insecure architectures. Finally, we shall look to the future of VPNs and investigate what the threat of a quantum computer brings to modern day IPsec VPN designs.