Python crashing on MacOS 10.15 Beta (19A582a) with “/usr/lib/libcrypto.dylib”

Question

I ran my Django project with new macOS Catalina and was running fine.
I installed oh_my_zsh then I tried to run the same project it is crashing with the following errors

Answer 1

I was seeing similar problems with ansible. The culprit was asn1crypto, and the problem has been already fixed.

My solution was to manually remove it and reinstall it with pip:

1. rm -r /usr/local/lib/python2.7/site-packages/asn1crypto*. This allowed pip to work without problems.
2. pip install asn1crypto, which installed 1.2.0:

  Found existing installation: asn1crypto 0.24.0
    Uninstalling asn1crypto-0.24.0:
      Successfully uninstalled asn1crypto-0.24.0
Successfully installed asn1crypto-1.2.0

NOTE: You can check if asn1crypto is the culprit by running python in verbose mode, e.g. python -v $(which ansible). In my case it crashed while doing some asn1crypto related imports:

# /usr/local/lib/python2.7/site-packages/asn1crypto/_perf/_big_num_ctypes.pyc matches /usr/local/lib/python2.7/site-packages/asn1crypto/_perf/_big_num_ctypes.py
import asn1crypto._perf._big_num_ctypes # precompiled from /usr/local/lib/python2.7/site-packages/asn1crypto/_perf/_big_num_ctypes.pyc
[1]    59247 abort      python -v $(which ansible)

Related: https://github.com/Homebrew/homebrew-core/issues/44996