My Server log
Please note that I have created another droplet to test and see if I had done anything wrong so the public IP for the server is different than what it used to be. Don't get confused by that.
Wed Nov 14 19:43:47 2018 us=389141 MULTI: multi_create_instance called
Wed Nov 14 19:43:47 2018 us=389231 5.112.1.69:2887 Re-using SSL/TLS context
Wed Nov 14 19:43:47 2018 us=389265 5.112.1.69:2887 LZO compression initialized
Wed Nov 14 19:43:47 2018 us=389331 5.112.1.69:2887 Control Channel MTU parms [ L:1570 D:1172 EF:78 EB:0 ET:0 EL:3 ]
Wed Nov 14 19:43:47 2018 us=389344 5.112.1.69:2887 Data Channel MTU parms [ L:1570 D:1450 EF:70 EB:143 ET:0 EL:3 AF:3/1 ]
Wed Nov 14 19:43:47 2018 us=389368 5.112.1.69:2887 Local Options String: 'V4,dev-type tun,link-mtu 1570,tun-mtu 1500,proto UDPv4,comp-lzo,keydir 0,cipher AES-128-CBC,auth SHA256,keysize 128,tls-auth,key-method 2,tls-server'
Wed Nov 14 19:43:47 2018 us=389400 5.112.1.69:2887 Expected Remote Options String: 'V4,dev-type tun,link-mtu 1570,tun-mtu 1500,proto UDPv4,comp-lzo,keydir 1,cipher AES-128-CBC,auth SHA256,keysize 128,tls-auth,key-method 2,tls-client'
Wed Nov 14 19:43:47 2018 us=389417 5.112.1.69:2887 Local Options hash (VER=V4): '1089825c'
Wed Nov 14 19:43:47 2018 us=389429 5.112.1.69:2887 Expected Remote Options hash (VER=V4): '6907942a'
Wed Nov 14 19:43:47 2018 us=389454 5.112.1.69:2887 TLS: Initial packet from [AF_INET]5.112.1.69:2887, sid=f53b2726 caffedd3
Wed Nov 14 19:43:47 2018 us=715832 5.112.1.69:2887 PID_ERR replay-window backtrack occurred [1] [TLS_AUTH-0] [0_00000000] 1542210228:10 1542210228:9 t=1542210227[0] r=[0,64,15,1,1] sl=[54,10,64,528]
Wed Nov 14 19:43:47 2018 us=716146 5.112.1.69:2887 VERIFY OK: depth=1, C=US, ST=CA, L=SanFrancisco, O=Fort-Funston, OU=MyOrganizationalUnit, CN=Fort-Funston CA, name=server, emailAddress=me@myhost.mydomain
Wed Nov 14 19:43:47 2018 us=716241 5.112.1.69:2887 VERIFY OK: depth=0, C=US, ST=CA, L=SanFrancisco, O=Fort-Funston, OU=MyOrganizationalUnit, CN=client1, name=server, emailAddress=me@myhost.mydomain
Wed Nov 14 19:43:47 2018 us=842713 5.112.1.69:2887 Data Channel Encrypt: Cipher 'AES-128-CBC' initialized with 128 bit key
Wed Nov 14 19:43:47 2018 us=842789 5.112.1.69:2887 Data Channel Encrypt: Using 256 bit message hash 'SHA256' for HMAC authentication
Wed Nov 14 19:43:47 2018 us=842801 5.112.1.69:2887 Data Channel Decrypt: Cipher 'AES-128-CBC' initialized with 128 bit key
Wed Nov 14 19:43:47 2018 us=842810 5.112.1.69:2887 Data Channel Decrypt: Using 256 bit message hash 'SHA256' for HMAC authentication
Wed Nov 14 19:43:47 2018 us=972635 5.112.1.69:2887 Control Channel: TLSv1.2, cipher TLSv1/SSLv3 DHE-RSA-AES256-GCM-SHA384, 2048 bit RSA
Wed Nov 14 19:43:47 2018 us=972713 5.112.1.69:2887 [client1] Peer Connection Initiated with [AF_INET]5.112.1.69:2887
Wed Nov 14 19:43:47 2018 us=972753 client1/5.112.1.69:2887 MULTI_sva: pool returned IPv4=10.8.0.6, IPv6=(Not enabled)
Wed Nov 14 19:43:47 2018 us=972795 client1/5.112.1.69:2887 MULTI: Learn: 10.8.0.6 -> client1/5.112.1.69:2887
Wed Nov 14 19:43:47 2018 us=972807 client1/5.112.1.69:2887 MULTI: primary virtual IP for client1/5.112.1.69:2887: 10.8.0.6
Wed Nov 14 19:43:49 2018 us=209820 client1/5.112.1.69:2887 PUSH: Received control message: 'PUSH_REQUEST'
Wed Nov 14 19:43:49 2018 us=209918 client1/5.112.1.69:2887 send_push_reply(): safe_cap=940
Wed Nov 14 19:43:49 2018 us=209966 client1/5.112.1.69:2887 SENT CONTROL [client1]: 'PUSH_REPLY,redirect-gateway def1 bypass-dhcp,dhcp-option DNS 208.67.222.222,dhcp-option DNS 208.67.220.220,route 10.8.0.1,topology net30,ping 10,ping-restart 120,ifconfig 10.8.0.6 10.8.0.5' (status=1)
And here's the client config
Wed Nov 14 19:43:47 2018 NOTE: --user option is not implemented on Windows
Wed Nov 14 19:43:47 2018 NOTE: --group option is not implemented on Windows
Wed Nov 14 19:43:47 2018 OpenVPN 2.4.6 x86_64-w64-mingw32 [SSL (OpenSSL)] [LZO] [LZ4] [PKCS11] [AEAD] built on Apr 26 2018
Wed Nov 14 19:43:47 2018 Windows version 6.1 (Windows 7) 64bit
Wed Nov 14 19:43:47 2018 library versions: OpenSSL 1.1.0h 27 Mar 2018, LZO 2.10
Enter Management Password:
Wed Nov 14 19:43:47 2018 MANAGEMENT: TCP Socket listening on [AF_INET]127.0.0.1:25343
Wed Nov 14 19:43:47 2018 Need hold release from management interface, waiting...
Wed Nov 14 19:43:48 2018 MANAGEMENT: Client connected from [AF_INET]127.0.0.1:25343
Wed Nov 14 19:43:48 2018 MANAGEMENT: CMD 'state on'
Wed Nov 14 19:43:48 2018 MANAGEMENT: CMD 'log all on'
Wed Nov 14 19:43:48 2018 MANAGEMENT: CMD 'echo all on'
Wed Nov 14 19:43:48 2018 MANAGEMENT: CMD 'bytecount 5'
Wed Nov 14 19:43:48 2018 MANAGEMENT: CMD 'hold off'
Wed Nov 14 19:43:48 2018 MANAGEMENT: CMD 'hold release'
Wed Nov 14 19:43:48 2018 Outgoing Control Channel Authentication: Using 256 bit message hash 'SHA256' for HMAC authentication
Wed Nov 14 19:43:48 2018 Incoming Control Channel Authentication: Using 256 bit message hash 'SHA256' for HMAC authentication
Wed Nov 14 19:43:48 2018 TCP/UDP: Preserving recently used remote address: [AF_INET]104.248.243.154:1194
Wed Nov 14 19:43:48 2018 Socket Buffers: R=[8192->8192] S=[8192->8192]
Wed Nov 14 19:43:48 2018 UDP link local: (not bound)
Wed Nov 14 19:43:48 2018 UDP link remote: [AF_INET]104.248.243.154:1194
Wed Nov 14 19:43:48 2018 MANAGEMENT: >STATE:1542210228,WAIT,,,,,,
Wed Nov 14 19:43:48 2018 MANAGEMENT: >STATE:1542210228,AUTH,,,,,,
Wed Nov 14 19:43:48 2018 TLS: Initial packet from [AF_INET]104.248.243.154:1194, sid=2ef3e607 dcbe81f0
Wed Nov 14 19:43:48 2018 VERIFY OK: depth=1, C=US, ST=CA, L=SanFrancisco, O=Fort-Funston, OU=MyOrganizationalUnit, CN=Fort-Funston CA, name=server, emailAddress=me@myhost.mydomain
Wed Nov 14 19:43:48 2018 VERIFY KU OK
Wed Nov 14 19:43:48 2018 Validating certificate extended key usage
Wed Nov 14 19:43:48 2018 ++ Certificate has EKU (str) TLS Web Server Authentication, expects TLS Web Server Authentication
Wed Nov 14 19:43:48 2018 VERIFY EKU OK
Wed Nov 14 19:43:48 2018 VERIFY OK: depth=0, C=US, ST=CA, L=SanFrancisco, O=Fort-Funston, OU=MyOrganizationalUnit, CN=server, name=server, emailAddress=me@myhost.mydomain
Wed Nov 14 19:43:49 2018 Control Channel: TLSv1.2, cipher TLSv1.2 DHE-RSA-AES256-GCM-SHA384, 2048 bit RSA
Wed Nov 14 19:43:49 2018 [server] Peer Connection Initiated with [AF_INET]104.248.243.154:1194
Wed Nov 14 19:43:50 2018 MANAGEMENT: >STATE:1542210230,GET_CONFIG,,,,,,
Wed Nov 14 19:43:50 2018 SENT CONTROL [server]: 'PUSH_REQUEST' (status=1)
Wed Nov 14 19:43:50 2018 PUSH: Received control message: 'PUSH_REPLY,redirect-gateway def1 bypass-dhcp,dhcp-option DNS 208.67.222.222,dhcp-option DNS 208.67.220.220,route 10.8.0.1,topology net30,ping 10,ping-restart 120,ifconfig 10.8.0.6 10.8.0.5'
Wed Nov 14 19:43:50 2018 OPTIONS IMPORT: timers and/or timeouts modified
Wed Nov 14 19:43:50 2018 OPTIONS IMPORT: --ifconfig/up options modified
Wed Nov 14 19:43:50 2018 OPTIONS IMPORT: route options modified
Wed Nov 14 19:43:50 2018 OPTIONS IMPORT: --ip-win32 and/or --dhcp-option options modified
Wed Nov 14 19:43:50 2018 Outgoing Data Channel: Cipher 'AES-128-CBC' initialized with 128 bit key
Wed Nov 14 19:43:50 2018 Outgoing Data Channel: Using 256 bit message hash 'SHA256' for HMAC authentication
Wed Nov 14 19:43:50 2018 Incoming Data Channel: Cipher 'AES-128-CBC' initialized with 128 bit key
Wed Nov 14 19:43:50 2018 Incoming Data Channel: Using 256 bit message hash 'SHA256' for HMAC authentication
Wed Nov 14 19:43:50 2018 interactive service msg_channel=0
Wed Nov 14 19:43:50 2018 ROUTE_GATEWAY 192.168.1.2/255.255.255.0 I=11 HWADDR=00:21:5d:83:55:8e
Wed Nov 14 19:43:50 2018 open_tun
Wed Nov 14 19:43:50 2018 TAP-WIN32 device [Local Area Connection 2] opened: \\.\Global\{FBDFD484-E21F-432C-A2D8-4C2DFA057CB9}.tap
Wed Nov 14 19:43:50 2018 TAP-Windows Driver Version 9.21
Wed Nov 14 19:43:50 2018 Notified TAP-Windows driver to set a DHCP IP/netmask of 10.8.0.6/255.255.255.252 on interface {FBDFD484-E21F-432C-A2D8-4C2DFA057CB9} [DHCP-serv: 10.8.0.5, lease-time: 31536000]
Wed Nov 14 19:43:50 2018 Successful ARP Flush on interface [18] {FBDFD484-E21F-432C-A2D8-4C2DFA057CB9}
Wed Nov 14 19:43:50 2018 do_ifconfig, tt->did_ifconfig_ipv6_setup=0
Wed Nov 14 19:43:50 2018 MANAGEMENT: >STATE:1542210230,ASSIGN_IP,,10.8.0.6,,,,
Wed Nov 14 19:43:55 2018 TEST ROUTES: 2/2 succeeded len=1 ret=1 a=0 u/d=up
Wed Nov 14 19:43:55 2018 C:\Windows\system32\route.exe ADD 104.248.243.154 MASK 255.255.255.255 192.168.1.2
Wed Nov 14 19:43:55 2018 ROUTE: CreateIpForwardEntry succeeded with dwForwardMetric1=25 and dwForwardType=4
Wed Nov 14 19:43:55 2018 Route addition via IPAPI succeeded [adaptive]
Wed Nov 14 19:43:55 2018 C:\Windows\system32\route.exe ADD 0.0.0.0 MASK 128.0.0.0 10.8.0.5
Wed Nov 14 19:43:55 2018 Route addition via IPAPI succeeded [adaptive]
Wed Nov 14 19:43:55 2018 C:\Windows\system32\route.exe ADD 128.0.0.0 MASK 128.0.0.0 10.8.0.5
Wed Nov 14 19:43:55 2018 Route addition via IPAPI succeeded [adaptive]
Wed Nov 14 19:43:55 2018 MANAGEMENT: >STATE:1542210235,ADD_ROUTES,,,,,,
Wed Nov 14 19:43:55 2018 C:\Windows\system32\route.exe ADD 10.8.0.1 MASK 255.255.255.255 10.8.0.5
Wed Nov 14 19:43:55 2018 Route addition via IPAPI succeeded [adaptive]
Wed Nov 14 19:43:55 2018 WARNING: this configuration may cache passwords in memory -- use the auth-nocache option to prevent this
Wed Nov 14 19:43:55 2018 Initialization Sequence 19:43leted
Wed Nov 14 19:43:55 2018 MANAGEMENT: >STATE:1542210235,CONNECTED,SUCCESS,10.8.0.6,104.248.243.154,1194,,
Wed Nov 14 19:44:48 2018 C:\Windows\system32\route.exe DELETE 10.8.0.1 MASK 255.255.255.255 10.8.0.5
Wed Nov 14 19:44:48 2018 Route deletion via IPAPI succeeded [adaptive]
Wed Nov 14 19:44:48 2018 C:\Windows\system32\route.exe DELETE 104.248.243.154 MASK 255.255.255.255 192.168.1.2
Wed Nov 14 19:44:48 2018 Route deletion via IPAPI succeeded [adaptive]
Wed Nov 14 19:44:48 2018 C:\Windows\system32\route.exe DELETE 0.0.0.0 MASK 128.0.0.0 10.8.0.5
Wed Nov 14 19:44:48 2018 Route deletion via IPAPI succeeded [adaptive]
Wed Nov 14 19:44:48 2018 C:\Windows\system32\route.exe DELETE 128.0.0.0 MASK 128.0.0.0 10.8.0.5
Wed Nov 14 19:44:48 2018 Route deletion via IPAPI succeeded [adaptive]
Wed Nov 14 19:44:48 2018 Closing TUN/TAP interface
Wed Nov 14 19:44:48 2018 TAP: DHCP address released
Wed Nov 14 19:44:48 2018 SIGTERM[hard,] received, process exiting
Wed Nov 14 19:44:48 2018 MANAGEMENT: >STATE:1542210288,EXITING,SIGTERM,,,,,