I believe I have found what was casuing the problem in my case. I have a Realtek R8168 onboard ethernet, but Ubuntu was loading the Realtek R8169 driver.
lspci | grep -i eth output: 01:00.0 Ethernet controller: Realtek Semiconductor Co., Ltd. RTL8111/8168B PCI Express Gigabit Ethernet controller (rev 06) I followed the instructions here to download and install the proprietary Realtek 8168 drivers: http://amk1.wordpress.com/2009/06/09/realtek-8168-module-issue/ It's still too soon to know for sure, but so far my VPN connection has been up for over 2 hours (longest it has ever been up without dropping). -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/991666 Title: VPN Connects Successfully & Then Shortly Thereafter Fails To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/network-manager-applet/+bug/991666/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs