Vimeo downloads fail on MacOS ElCapitan and Sierra

[someziggyman]

Noticed an error on my ElCapitan macOS build due to an old OpenSSL system version.
Also confirmed on Sierra.

openssl version
OpenSSL 0.9.8zh 14 Jan 2016
python --version
Python 2.7.10

Vimeo downloads fail with this error message:

ERROR: Unable to download webpage: <urlopen error [SSL: TLSV1_ALERT_PROTOCOL_VERSION] tlsv1 alert protocol version (_ssl.c:590)> (caused by URLError(SSLError(1, u'[SSL: TLSV1_ALERT_PROTOCOL_VERSION] tlsv1 alert protocol version (_ssl.c:590)'),))

Is there a way to tell youtube-dl to use the latest openssl without updating it on my system?
I tried changing PATH, PYTHONHOME, PYTHONPATH environment variables to my latest OpenSSL and LibreSSL builds, but this do not seem to help.

Any advise is appreciated. Please see a full log below:

macoscapitan:TEST capitest$ youtube-dl -v https://vimeo.com/319558357
[debug] System config: []
[debug] User config: []
[debug] Custom config: []
[debug] Command-line args: [u'-v', u'https://vimeo.com/319558357']
[debug] Encodings: locale UTF-8, fs utf-8, out UTF-8, pref UTF-8
[debug] youtube-dl version 2019.03.01
[debug] Python version 2.7.10 (CPython) - Darwin-15.6.0-x86_64-i386-64bit
[debug] exe versions: none
[debug] Proxy map: {}
[vimeo] 319558357: Downloading webpage
ERROR: Unable to download webpage: <urlopen error [SSL: TLSV1_ALERT_PROTOCOL_VERSION] tlsv1 alert protocol version (_ssl.c:590)> (caused by URLError(SSLError(1, u'[SSL: TLSV1_ALERT_PROTOCOL_VERSION] tlsv1 alert protocol version (_ssl.c:590)'),))
File "./vydl/youtube_dl/extractor/common.py", line 605, in _request_webpage
return self._downloader.urlopen(url_or_request)
File "./vydl/youtube_dl/YoutubeDL.py", line 2225, in urlopen
return self._opener.open(req, timeout=self._socket_timeout)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/urllib2.py", line 431, in open
response = self._open(req, data)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/urllib2.py", line 449, in _open
'_open', req)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/urllib2.py", line 409, in _call_chain
result = func(*args)
File "./vydl/youtube_dl/utils.py", line 1140, in https_open
req, **kwargs)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/urllib2.py", line 1197, in do_open
raise URLError(err)

[dstftw]

Outdated OpenSSL.