UPDATE: after modifying the configuration to include:
route-delay 20 120
The following happens:
Wed Oct 05 18:20:48 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:48 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:48 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:53 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:53 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:53 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:54 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:54 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:54 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:55 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:55 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:55 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:56 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:56 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:56 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:57 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:57 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:57 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:58 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:58 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:58 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:20:59 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:20:59 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:20:59 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:01 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:01 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:01 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:02 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:02 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:02 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:03 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:03 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:03 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:04 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:04 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:04 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:05 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:05 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:05 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:06 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:06 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:06 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:07 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:07 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:07 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:08 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:08 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:08 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:09 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:09 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:09 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:10 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:10 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:10 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:11 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:11 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:11 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:12 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:12 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:12 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:13 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:13 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:13 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:14 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:14 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:14 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:16 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:16 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:16 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:17 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:17 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:17 2016 Route: Waiting for TUN/TAP interface to come up...
Wed Oct 05 18:21:18 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:18 2016 TEST ROUTES: 0/1 succeeded len=1 ret=0 a=0 u/d=up
Wed Oct 05 18:21:18 2016 C:\Windows\system32\route.exe ADD 192.168.123.0 MASK 255.255.255.0 10.8.0.5
Wed Oct 05 18:21:18 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
Wed Oct 05 18:21:18 2016 Warning: route gateway is not reachable on any active network adapters: 10.8.0.5
Wed Oct 05 18:21:18 2016 Route addition via IPAPI failed [adaptive]
Wed Oct 05 18:21:18 2016 Route addition fallback to route.exe
Wed Oct 05 18:21:18 2016 env_block: add PATH=C:\Windows\System32;C:\Windows;C:\Windows\System32\Wbem
SYSTEM ROUTING TABLE
0.0.0.0 0.0.0.0 10.10.0.1 p=0 i=12 t=4 pr=3 a=2838 h=0 m=281/0/0/0/0
10.8.0.4 255.255.255.252 10.8.0.6 p=0 i=19 t=3 pr=2 a=43 h=0 m=291/0/0/0/0
10.8.0.6 255.255.255.255 10.8.0.6 p=0 i=19 t=3 pr=2 a=43 h=0 m=291/0/0/0/0
10.8.0.7 255.255.255.255 10.8.0.6 p=0 i=19 t=3 pr=2 a=43 h=0 m=291/0/0/0/0
10.10.0.0 255.255.255.0 10.10.0.102 p=0 i=12 t=3 pr=2 a=2835 h=0 m=281/0/0/0/0
10.10.0.102 255.255.255.255 10.10.0.102 p=0 i=12 t=3 pr=2 a=2835 h=0 m=281/0/0/0/0
10.10.0.255 255.255.255.255 10.10.0.102 p=0 i=12 t=3 pr=2 a=2835 h=0 m=281/0/0/0/0
127.0.0.0 255.0.0.0 127.0.0.1 p=0 i=1 t=3 pr=2 a=2839 h=0 m=331/0/0/0/0
127.0.0.1 255.255.255.255 127.0.0.1 p=0 i=1 t=3 pr=2 a=2839 h=0 m=331/0/0/0/0
127.255.255.255 255.255.255.255 127.0.0.1 p=0 i=1 t=3 pr=2 a=2839 h=0 m=331/0/0/0/0
192.168.123.0 255.255.255.0 10.8.0.5 p=0 i=19 t=4 pr=3 a=295 h=0 m=36/0/0/0/0
224.0.0.0 240.0.0.0 127.0.0.1 p=0 i=1 t=3 pr=2 a=2839 h=0 m=331/0/0/0/0
224.0.0.0 240.0.0.0 10.10.0.102 p=0 i=12 t=3 pr=2 a=2838 h=0 m=281/0/0/0/0
224.0.0.0 240.0.0.0 10.8.0.6 p=0 i=19 t=3 pr=2 a=1418 h=0 m=291/0/0/0/0
255.255.255.255 255.255.255.255 127.0.0.1 p=0 i=1 t=3 pr=2 a=2839 h=0 m=331/0/0/0/0
255.255.255.255 255.255.255.255 10.10.0.102 p=0 i=12 t=3 pr=2 a=2838 h=0 m=281/0/0/0/0
255.255.255.255 255.255.255.255 10.8.0.6 p=0 i=19 t=3 pr=2 a=1418 h=0 m=291/0/0/0/0
Wed Oct 05 18:21:18 2016 GetAdaptersInfo #1 failed (status=127) : The specified procedure could not be found.
SYSTEM ADAPTER LIST
Wed Oct 05 18:21:18 2016 Initialization Sequence Completed With Errors ( see
http://openvpn.net/faq.html#dhcpclientserv )
I am now able to connect to the network behind the OpenVPN server, but it does not feel right/reliable because of the error messages.