I am running a Python 2.7.13 installed with official Python installer on macOS Sierra (10.12.3). Besides the built-in openssl (0.9.8zh) which came along with the macOS (/usr/bin/openssl), I have a newer version (1.0.2j) installed with macports (/opt/local/bin/openssl).
However, even though I have configured my path variables that it will use the macports openssl-files, the Python installer seems to link by default to the /usr/... openssl-files.
I've tried quite a bit re-installing Python (with the installer and building it from source; the latter failed with some obscure error I wasn't able to resolve), so I was wondering whether there are any better options. Upgrading via homebrew seems simple enough, but due to using macports, I'd rather not use homebrew. Furthermore, I am a bit reluctant to use the macports-python, but might do that if you were to suggest me that this is the only viable solution.
The python.org official installers are all linked against the system OpenSSL. You need to build from source to avoid that. I recommend getting Python from macports in this case, as they should allow you to link against their provided OpenSSL.
However, even though I have configured my path variables that it will use the macports openssl-files, the Python installer seems to link by default to the /usr/... openssl-files.
I've tried quite a bit re-installing Python (with the installer and building it from source; the latter failed with some obscure error I wasn't able to resolve), so I was wondering whether there are any better options. Upgrading via homebrew seems simple enough, but due to using macports, I'd rather not use homebrew. Furthermore, I am a bit reluctant to use the macports-python, but might do that if you were to suggest me that this is the only viable solution.
I'd be happy to hear your suggestions on this!