SSL errors behind proxy

I’m running lots of machine image builds for OpenStack deployments, using the “diskimage-builder” tool. To accelerate the builds I am running a local squid3 cache with almost entirely stock Ubuntu config.

I’ve hit a weird pip issue - I can get it to install a module just fine, but if it needs to call out to install dependencies, I will see the error:

Download error on https://pypi.python.org/simple/pbr/: [Errno 1] _ssl.c:504: error:140770FC:SSL routines:SSL23_GET_SERVER_HELLO:unknown protocol -- Some packages may not be found!

This was specifically trying to “pip install os-apply-config” and was fetching the dependencies.

This is happening during an image build phase, so is running inside a chroot - I have not been able to reproduce the error outside of a chroot.

Both $http_proxy and $https_proxy have the same value, a URI pointing to the squid3 install on my LAN.

[ikhere]

How was this issue fixed?

[lock[bot]]

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