A host of other errors can come along:

ERROR:root:code for hash md5 was not found.
Traceback (most recent call last):
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 147, in <module>
    globals()[__func_name] = __get_hash(__func_name)
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 97, in __get_builtin_constructor
    raise ValueError('unsupported hash type ' + name)
ValueError: unsupported hash type md5
ERROR:root:code for hash sha1 was not found.
Traceback (most recent call last):
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 147, in <module>
    globals()[__func_name] = __get_hash(__func_name)
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 97, in __get_builtin_constructor
    raise ValueError('unsupported hash type ' + name)
ValueError: unsupported hash type sha1
ERROR:root:code for hash sha224 was not found.
Traceback (most recent call last):
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 147, in <module>
    globals()[__func_name] = __get_hash(__func_name)
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 97, in __get_builtin_constructor
    raise ValueError('unsupported hash type ' + name)
ValueError: unsupported hash type sha224
ERROR:root:code for hash sha256 was not found.
Traceback (most recent call last):
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 147, in <module>
    globals()[__func_name] = __get_hash(__func_name)
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 97, in __get_builtin_constructor
    raise ValueError('unsupported hash type ' + name)
ValueError: unsupported hash type sha256
ERROR:root:code for hash sha384 was not found.
Traceback (most recent call last):
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 147, in <module>
    globals()[__func_name] = __get_hash(__func_name)
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 97, in __get_builtin_constructor
    raise ValueError('unsupported hash type ' + name)
ValueError: unsupported hash type sha384
ERROR:root:code for hash sha512 was not found.
Traceback (most recent call last):
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 147, in <module>
    globals()[__func_name] = __get_hash(__func_name)
  File "/usr/local/Cellar/python@2/2.7.15/Frameworks/Python.framework/Versions/2.7/lib/python2.7/hashlib.py", line 97, in __get_builtin_constructor
    raise ValueError('unsupported hash type ' + name)
ValueError: unsupported hash type sha512

This can generally be solved by brew reinstalling Python @2

brew install http://raw.githubusercontent.com/Homebrew/homebrew-core/86a44a0a552c673a05f11018459c9f5faae3becc/Formula/[email protected]

Note that brew install python@2 may report an Error: Error: No available formula with the name "python@2"

Brew unlink openssl if not possible.
openssl