DOH, To answer my own question: it's bootstrap.pypa.io not pypi... needed a different root cert. On 05/16/2016 09:20 AM, Adam GROSZER wrote:

Hi,

I have here an old windows server 2003R2 (winbot.zope.org). Recently updated python 2.7.0 to 2.7.11. Now running into SSL: CERTIFICATE_VERIFY_FAILED with buildout bootstrap.

I installed DigiCertHighAssuranceEVRootCA.crt to "Certificates (Local Computer)\Trusted Root Certification Authorities\Certificates. As detailed at: http://www.databasemart.com/howto/SQLoverssl/How_To_Install_Trusted_Root_Cer...

But still get:

C:\buildslave\zope.testing\build>c:\Python27_32\python.exe bootstrap.py

Traceback (most recent call last):

File "bootstrap.py", line 92, in <module>

exec(urlopen('https://bootstrap.pypa.io/ez_setup.py').read(), ez)

File "c:\Python27_32\lib\urllib2.py", line 154, in urlopen

return opener.open(url, data, timeout)

File "c:\Python27_32\lib\urllib2.py", line 431, in open

response = self._open(req, data)

File "c:\Python27_32\lib\urllib2.py", line 449, in _open

'_open', req)

File "c:\Python27_32\lib\urllib2.py", line 409, in _call_chain

result = func(*args)

File "c:\Python27_32\lib\urllib2.py", line 1240, in https_open

context=self._context)

File "c:\Python27_32\lib\urllib2.py", line 1197, in do_open

raise URLError(err)

urllib2.URLError: <urlopen error [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify failed (_ssl.c:590)>

-- Best regards, Adam GROSZER -- Quote of the day: It's hard to get ivory in Africa, but in Alabama the Tuscaloosa.