Error Updating Python3 pip AttributeError: module 'lib' has no attribute 'OpenSSL

I'm having an error when installing/updating any pip module in python3. Purging and reinstalling pip and every package I can thing of hasn't helped. Here's the error that I get in response to running python -m pip install --upgrade pip specifically (but the error is the same for attempting to install or update any pip module):

Traceback (most recent call last):
  File "/usr/lib/python3.8/runpy.py", line 194, in _run_module_as_main
    return _run_code(code, main_globals, None,
  File "/usr/lib/python3.8/runpy.py", line 87, in _run_code
    exec(code, run_globals)
  File "/usr/lib/python3/dist-packages/pip/__main__.py", line 16, in <module>
    from pip._internal.cli.main import main as _main  # isort:skip # noqa
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/main.py", line 10, in <module>
    from pip._internal.cli.autocompletion import autocomplete
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/autocompletion.py", line 9, in <module>
    from pip._internal.cli.main_parser import create_main_parser
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/main_parser.py", line 7, in <module>
    from pip._internal.cli import cmdoptions
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/cmdoptions.py", line 24, in <module>
    from pip._internal.exceptions import CommandError
  File "/usr/lib/python3/dist-packages/pip/_internal/exceptions.py", line 10, in <module>
    from pip._vendor.six import iteritems
  File "/usr/lib/python3/dist-packages/pip/_vendor/__init__.py", line 65, in <module>
    vendored("cachecontrol")
  File "/usr/lib/python3/dist-packages/pip/_vendor/__init__.py", line 36, in vendored
    __import__(modulename, globals(), locals(), level=0)
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/CacheControl-0.12.6-py2.py3-none-any.whl/cachecontrol/__init__.py", line 9, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/CacheControl-0.12.6-py2.py3-none-any.whl/cachecontrol/wrapper.py", line 1, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/CacheControl-0.12.6-py2.py3-none-any.whl/cachecontrol/adapter.py", line 5, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/requests-2.22.0-py2.py3-none-any.whl/requests/__init__.py", line 95, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/urllib3-1.25.8-py2.py3-none-any.whl/urllib3/contrib/pyopenssl.py", line 46, in <module>
  File "/home/patrick/.local/lib/python3.8/site-packages/OpenSSL/__init__.py", line 8, in <module>
    from OpenSSL import crypto, SSL
  File "/home/patrick/.local/lib/python3.8/site-packages/OpenSSL/crypto.py", line 3268, in <module>
    _lib.OpenSSL_add_all_algorithms()
AttributeError: module 'lib' has no attribute 'OpenSSL_add_all_algorithms'
Error in sys.excepthook:
Traceback (most recent call last):
  File "/usr/lib/python3/dist-packages/apport_python_hook.py", line 72, in apport_excepthook
    from apport.fileutils import likely_packaged, get_recent_crashes
  File "/usr/lib/python3/dist-packages/apport/__init__.py", line 5, in <module>
    from apport.report import Report
  File "/usr/lib/python3/dist-packages/apport/report.py", line 32, in <module>
    import apport.fileutils
  File "/usr/lib/python3/dist-packages/apport/fileutils.py", line 12, in <module>
    import os, glob, subprocess, os.path, time, pwd, sys, requests_unixsocket
  File "/usr/lib/python3/dist-packages/requests_unixsocket/__init__.py", line 1, in <module>
    import requests
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/requests-2.22.0-py2.py3-none-any.whl/requests/__init__.py", line 95, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/urllib3-1.25.8-py2.py3-none-any.whl/urllib3/contrib/pyopenssl.py", line 46, in <module>
  File "/home/patrick/.local/lib/python3.8/site-packages/OpenSSL/__init__.py", line 8, in <module>
    from OpenSSL import crypto, SSL
  File "/home/patrick/.local/lib/python3.8/site-packages/OpenSSL/crypto.py", line 3268, in <module>
    _lib.OpenSSL_add_all_algorithms()
AttributeError: module 'lib' has no attribute 'OpenSSL_add_all_algorithms'

Original exception was:
Traceback (most recent call last):
  File "/usr/lib/python3.8/runpy.py", line 194, in _run_module_as_main
    return _run_code(code, main_globals, None,
  File "/usr/lib/python3.8/runpy.py", line 87, in _run_code
    exec(code, run_globals)
  File "/usr/lib/python3/dist-packages/pip/__main__.py", line 16, in <module>
    from pip._internal.cli.main import main as _main  # isort:skip # noqa
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/main.py", line 10, in <module>
    from pip._internal.cli.autocompletion import autocomplete
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/autocompletion.py", line 9, in <module>
    from pip._internal.cli.main_parser import create_main_parser
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/main_parser.py", line 7, in <module>
    from pip._internal.cli import cmdoptions
  File "/usr/lib/python3/dist-packages/pip/_internal/cli/cmdoptions.py", line 24, in <module>
    from pip._internal.exceptions import CommandError
  File "/usr/lib/python3/dist-packages/pip/_internal/exceptions.py", line 10, in <module>
    from pip._vendor.six import iteritems
  File "/usr/lib/python3/dist-packages/pip/_vendor/__init__.py", line 65, in <module>
    vendored("cachecontrol")
  File "/usr/lib/python3/dist-packages/pip/_vendor/__init__.py", line 36, in vendored
    __import__(modulename, globals(), locals(), level=0)
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/CacheControl-0.12.6-py2.py3-none-any.whl/cachecontrol/__init__.py", line 9, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/CacheControl-0.12.6-py2.py3-none-any.whl/cachecontrol/wrapper.py", line 1, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/CacheControl-0.12.6-py2.py3-none-any.whl/cachecontrol/adapter.py", line 5, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/requests-2.22.0-py2.py3-none-any.whl/requests/__init__.py", line 95, in <module>
  File "<frozen importlib._bootstrap>", line 991, in _find_and_load
  File "<frozen importlib._bootstrap>", line 975, in _find_and_load_unlocked
  File "<frozen importlib._bootstrap>", line 655, in _load_unlocked
  File "<frozen importlib._bootstrap>", line 618, in _load_backward_compatible
  File "<frozen zipimport>", line 259, in load_module
  File "/usr/share/python-wheels/urllib3-1.25.8-py2.py3-none-any.whl/urllib3/contrib/pyopenssl.py", line 46, in <module>
  File "/home/patrick/.local/lib/python3.8/site-packages/OpenSSL/__init__.py", line 8, in <module>
    from OpenSSL import crypto, SSL
  File "/home/patrick/.local/lib/python3.8/site-packages/OpenSSL/crypto.py", line 3268, in <module>
    _lib.OpenSSL_add_all_algorithms()
AttributeError: module 'lib' has no attribute 'OpenSSL_add_all_algorithms'

I'm running Ubuntu 20.04 in WSL. Python openssl is already installed.

sudo apt install python3-openssl
Reading package lists... Done
Building dependency tree       
Reading state information... Done
python3-openssl is already the newest version (19.0.0-1build1).
0 upgraded, 0 newly installed, 0 to remove and 0 not upgraded.

My assumption is that I need to re-install some stuff, but I'm not sure what. I've tried the obvious stuff like python3-openssl, libssl-dev, libffi-dev, and python3-pip itself and python3 alltogether.

CodePudding user response：

I figured it out. What I needed to do was to purge the apps, and delete ~/.local/lib/python3.8. This was the step that I'd been missing.

So in the end, the fix was:

sudo apt purge python3 python3-pip python3-openssl
rm -rf ~/.local/lib/python3.8
sudo apt install libssl-dev libffi-dev python3 python3-pip python3-openssl

Then, I could run python -m pip install --upgrade pip without error.