On Wed, Jul 12, 2017 at 09:35:53AM +0200, Patrick Matthäi wrote: Hi,
> we have got the same issue with all our VPNs upgraded to Stretch now. > Most VPNs are connected about a 1 GBit/s datacenter connection with each > other (also same LAN), the other ones are connected about a 100 MBit/s > connection. > route remote_host 255.255.255.255 net_gateway This suggests that the VPN server is inside the netblocks routed through the tunnel, right? When the problem happens, can you check whether the static /32 route towards the VPN server still exists and points outside the tunnel. Please also check a couple of minutes before the ping timeout whether you see anything network related. Are you using ifupdown or NetworkManager on the client? Bernhard