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pip<6.1 + setuptools>=34 have a problem with packages that try to update setuptools during installation, like cryptography. See https://github.com/pypa/pip/issues/4253. The Ubuntu 14.04 package versions are pip 1.5.4 and setuptools 3.3. When we install cryptography under those versions, it tries to update setuptools to version 34, which became available about 10 days ago, and then pip gets permanently broken with errors like "ImportError: No module named 'packaging'". The easiest work-around on systems that aren't already broken is to upgrade pip and setuptools individually before we install any package that tries to update setuptools. Also try to detect a broken system and forcibly remove setuptools first before trying to install/upgrade pip. fixes #1080, fixes #1081, fixes #1086 see #1083 see https://discourse.mailinabox.email/t/error-with-pip-and-python/1880 see https://discourse.mailinabox.email/t/error-installing-mib/1875