Below is the procedure I used to build OpenVPN with OpenSSL 1.0.2. OpenSSL 1.0.1 vs. 1.0.2 vs. 1.1.0 should not matter. However, some Configure scripts dies on OpenSSL 1.1.0 because 1.1.0 uses OPENSSL_init_ssl rather than SSL_library_init. Note the use of RPATH's on Linux (OS X would use a different technique).
OpenSSL configuration options are mostly documented at Compilation and Installation | Configure Options on their wiki. I did not find similar for OpenVPN, and ./configure --help was not very helpful. Often, for an Autools project, you need to --with-ssl=<path to ssl root>, but OpenVPN does not appear to have that option. For OpenVPN, the process below went adhoc using Autools CFLAGS.
Both libraries disabled compression because it can leak information. For more details, see Spot me if you can: Uncovering spoken phrases in encrypted VoIP conversations. The problem is the variable bit rate encoding, and the fundamental design is prevalent in other compression libraries (like zlib).
OpenSSL 1.0.2
$ wget https://www.openssl.org/source/openssl-1.0.2h.tar.gz
$ tar xzf openssl-1.0.2h.tar.gz
$ cd openssl-1.0.2h
$ ./config shared no-ssl2 no-ssl3 no-comp enable-ec_nistp_64_gcc_128 -Wl,-rpath=/usr/local/ssl/lib --prefix=/usr/local/ssl
$ make -j 4
$ make test
$ sudo make install
# clear program cache
$ hash -r
You can check the openssl program is using the expected shared objects with:
$ ldd /usr/local/ssl/bin/openssl
linux-vdso.so.1 => (0x00007ffc36578000)
libssl.so.1.0.0 => /usr/local/ssl/lib/libssl.so.1.0.0 (0x00007f94b48fb000)
libcrypto.so.1.0.0 => /usr/local/ssl/lib/libcrypto.so.1.0.0 (0x00007f94b448b000)
libc.so.6 => /lib/x86_64-linux-gnu/libc.so.6 (0x00007f94b40c6000)
libdl.so.2 => /lib/x86_64-linux-gnu/libdl.so.2 (0x00007f94b3ec2000)
/lib64/ld-linux-x86-64.so.2 (0x00007f94b4b6c000)
You can also make sure the new openssl is on-path with the following. Its not required for your issue, however.
$ sudo ln -s /usr/local/ssl/bin/openssl /usr/local/bin/openssl
$ hash -r
$ command -v openssl
/usr/local/bin/openssl
OpenVPN 2.3.11
$ wget https://swupdate.openvpn.org/community/releases/openvpn-2.3.11.tar.gz
$ tar xzf openvpn-2.3.11.tar.gz
$ cd openvpn-2.3.11
$ CFLAGS="-I/usr/local/ssl/include -Wl,-rpath=/usr/local/ssl/lib -L/usr/local/ssl/lib" ./configure --disable-lzo
$ make -j 4
Next, check the OpenVPN program to see what its linking to:
$ find . -type f -name openvpn
./src/openvpn/openvpn
$ ldd ./src/openvpn/openvpn
linux-vdso.so.1 => (0x00007ffc8bfc4000)
libssl.so.1.0.0 => /usr/local/ssl/lib/libssl.so.1.0.0 (0x00007f74f49f3000)
libcrypto.so.1.0.0 => /usr/local/ssl/lib/libcrypto.so.1.0.0 (0x00007f74f4583000)
libdl.so.2 => /lib/x86_64-linux-gnu/libdl.so.2 (0x00007f74f437f000)
libc.so.6 => /lib/x86_64-linux-gnu/libc.so.6 (0x00007f74f3fba000)
/lib64/ld-linux-x86-64.so.2 (0x00007f74f4c64000)
Next, run the self tests:
$ make check
...
make[3]: Entering directory `/home/jwalton/openvpn-2.3.11/tests'
./t_client.sh: cannot find 't_client.rc' in build dir ('..')
./t_client.sh: or source directory ('.'). SKIPPING TEST.
SKIP: t_client.sh
Testing cipher AES-128-CBC... OK
Testing cipher AES-128-CFB... OK
Testing cipher AES-128-CFB1... OK
...
Install OpenVPN if it tests OK:
$ sudo make install
$ hash -r
$ command -v openvpn
/usr/local/sbin/openvpn
Finally, check it:
$ /usr/local/sbin/openvpn --version
OpenVPN 2.3.11 x86_64-unknown-linux-gnu [SSL (OpenSSL)] [EPOLL] [MH] [IPv6] built on Aug 17 2016
library versions: OpenSSL 1.0.2h 3 May 2016
Originally developed by James Yonan
Copyright (C) 2002-2010 OpenVPN Technologies, Inc. <sales@openvpn.net>
...
If interested, you can find a build script to automate the process at Noloader | Build-Scripts. It includes one for OpenVPN.
