Comments on Increasing the security of PPTP by adding two-factor authentication to poptop
Security Issues and Poptop PPTP does not have the best history in terms of security. The original Microsoft implementation for PPTP faired very poorly. MS-CHAPV2 solved these weaknesses - for wired networks. Unfortunately, back in 2004, Joshua Wright released a version of ASLEAP capable of brute-force attacking PPTP passwords in a wireless environment. As a systems administrator for the VPN, you can't tell if a user is connecting via some public WiFi service where someone might be running a tool like ASLEAP. Yet, the presense of PPTP client software on Windows machines makes using PPTP very tempting. The best answer to this problem is to utilize two-factor authentication. If a one-time passcode is brute-forced, it won't matter as it can't be used again.